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Table of Contents

Introduction ----------------------------------------------------------------------------------------------2

Laboratory Safety Guidelines

---------------------------------------------------------------3

Common Laboratory Equipment


---------------------------------------------------------------------.5 -
Activity No. 1 Laboratory Techniques---------------------------------------------------------------8

Activity No. 2 Flame Tests --------------------------------------------------------------------------17

Activity No. 3 Chemical Nomenclature ------------------------------------------------------------20

Activity No. 4 Lewis Structure and Molecular Modeling

----------------------------------------29 Activity No. 5 Limiting Reagent and Percentage Yield

------------------------------------------35 Activity No. 6 Solutions and Colloids

-------------------------------------------------------------39 Activity No. 7 Acids, Bases, and Salts

------------------------------------------------------------42 Activity No. 8 Classifications of

Chemical Reactions ------------------------------------------46 Activity No. 9 Chemical

Equilibrium --------------------------------------------------------------52 Activity No. 10

Acid-Base Titration ------------------------------------------------------------..--55 Activity No. 11

Boiling Point and Melting Point Determination………….………………58 Activity No. 12

Recrystallization of Impure Benzoic Acid…………….………………….63

Activity No. 13 Thin Layer Chromatography Determination of Caffeine in Various


Commercial
Products………………………………………………………………………67

Activitiy No.14 Simple and Fractional Distillation ………………………………………..71

Activity No. 15 Soxhlet Extraction of Capsaicinoids from Hot Pepper…………………....74

Activity No. 16 Solubility of Organic Compounds………………………………………...78


Activity No. 17 Qualitative Analysis

…………………………………………………….....83

Activity No. 18 Preparation of Soap…………..………………………………...………….88

Activity No. 19 Synthesis of

Aspirin………………………………………………………..92

1
Introduction

Chemistry is a branch of science that deals with the study of matter; its structure, physical and
chemical properties and the energy that is involved during its changes. Using the scientific
methods of solving problems in chemistry through experiments help the student understand how
structures and properties of matter are revealed.

Chemistry lab is a required component of most chemistry courses. Learning about lab
procedures and performing experiments helps you to learn techniques and reinforces textbook
concepts. This laboratory manual in chemistry is designed for students who are taking health
related courses. The objectives of each experiment highlight the basic concepts in chemistry.
Each activity is also followed by post lab questions that would help the students understand the
various concepts of matter.
2
Laboratory Safety Guidelines

Any experiment, no matter how often it has been performed in the past, has the potential to fail
with hazardous results. By knowing the hazards, you will develop a healthy respect for what is
happening around you, and with this respect, heightened levels of observation are sure to follow.
This implies that potential accidents can be spotted before they can occur. The following sections
present some general guidelines for your safety while performing General chemistry
experiments.

1. Safety goggles are required in the laboratory AT ALL TIMES.


2. Contact lenses are not permitted in the lab. Laboratory fumes can dry your contacts out and
may result in the necessity of an operation for their removal.
3. Laboratory gowns must be worn at all times.
4. Sandals, open-toed shoes and high heels are not permitted in the lab. This is to protect your
feet from splashes and spills.
5. Never wear clothes that hang such as loose sleeves. Be sure ties and scarves are tucked well
inside your laboratory apron. These pose fire hazards as well as chemical hazards.
6. Long hair is to be constrained.
7. Never smoke in the laboratory or use open flames in operations involving low-boiling
flammable solvents. Ethyl ether and petroleum ether are particularly hazardous, but other
common solvents such as Acetone and Ethanol can be dangerous as well.
8. Handle strong acids or bases, bromine, and other corrosive chemicals with great care and
never allow them in contact with skin or eyes. Spills of such chemicals must be cleaned up
immediately, using an appropriate neutralizing agent and plenty of water.
9. Use safe techniques for inserting and removing glass tubing. Great care must be exercised
when inserting or removing thermometers and glass tubing from stoppers and thermometer
adapters, since severe lacerations can result from accidental breakage.

General Reminders

1. Do Not Pipette By Mouth – Ever


2. Read the Chemical Safety Information
3. Dress appropriately
4. Identify the Safety Equipment
5. Don’t taste or sniff chemicals
6. Absolutely no horseplaying.
7. Always read the upcoming experiments carefully and thoroughly, being sure to understand all
of the directions before entering the lab.
8. Absolutely no food or beverages will be permitted inside the lab.
9. Wash your hands frequently.
10. Never pick up broken glassware with your bare hands, regardless of the size of the
pieces.
11. Never put broken glass in a regular garbage can.
12. Always read the labels of reagents twice.
13. Never make unauthorized substitutions.
14. Never use reagents from an unmarked bottle.
15. If you are not feeling well, report it to the instructor immediately.

3
16. Never heat a piece of glassware that is chipped or cracked unless otherwise told to do so by
your lab instructor. Heating defective glassware can cause that glassware to break, resulting in a
spill.
17. Light the burner properly..
18. Never take more of a reagent than you need.
19. Never return an unused portion of a reagent to its original container.
20. Never pour a waste chemical in the drain or put it in the garbage, unless otherwise instructed
to do so by your lab instructor. Waste bottles will be provided. Always pour waste in the
appropriate and labeled waste bottle.
21. To insert glass tubes or thermometers through stoppers or adapters, first lubricate both the
glass and the stopper with glycerin or stopcock grease. Then, using a towel, cloth or other hand
protection, and holding the glass tube or thermometer near the end closer to the stopper, insert
the glass tube into the stopper, a few mm at a time, using a rotating motion.
18. When heating in a test tube, hold the test tube at about 45o angle. Be sure the opening of the
test tube is pointing away from anybody else. Never heat the bottom of the test tube instead heat
the middle of the test tube just at the level of the liquid in the test tube, Move the test tube
horizontally back and forth across the flame to prevent the liquid from heating too quickly.
Should the liquid begin to overheat, remove the test tube from the flame and allow the contents
to cool for a minute or so.
22. Never look down the opening of ANY container, including beakers, flasks, and test tubes. 23.
Do not use graduated cylinders for any purpose other than to measure a volume of a liquid 24.
Never put a dropper into a reagent bottle. Instead, put the reagent in a beaker so you can bring it
back to your desk and use a dropper there.

FIRE

1. In the event of a fire, DON”T PANIC!


2. If a small portion of your clothes catches fire, the fire may be extinguished by patting it out. 3.
If a larger portion of your clothes should catch fire, there are three options for putting the flames
out. (1) Drop to the ground and roll. (2) Use the safety shower. (3) Use the fire blanket. 4. Never
use a fire extinguisher on a person.
5. If a fire should occur in a beaker or some other container, cover it with a glass dish or other
flame-retardant item.
6. Never move any object that is burning.
7. Never use water to extinguish a chemical fire. Many flammable liquids float on water,
meaning that the water will have no effect but to spread the fire.
8.If a fire is large enough to warrant the use of a fire extinguisher, the proper use of the
extinguisher is as follows 1) Be sure there is an exit behind you in case you cannot get the fire
under control; (2) pull out the restraining pin (which requires breaking the plastic seal); (3) point
the extinguisher hose at the base of the fire; (4) holding the extinguisher UPRIGHT, squeeze the
handle to release the extinguishing media; (5) sweep the spray back and forth at the front of the
fire.

4
Reacting to Accidents: First Aid

Any serious accident involving poisoning or injury should be treated by a competent physician.
If you witness an accident, you should summon the instructor immediately and leave the first aid
to him or her unless (1) no instructor or assistant is in the laboratory areas; (2) the victim requires
immediate attention, (3) you have had formal training in emergency first-aid procedures.
1. Eye Injuries
If any chemical enters your eyes, they should be immediately be flooded with water from an
eyewash fountain, with the eyelids kept open. If foreign bodies such as glass particles are
propelled into an eye, the injured person should get immediate medical attention. Removal of
such particles is a job for a specialist.

2. Chemical Burns
The affected area should immediately be flushed with water, using a safety shower if the area of
injury is extensive or if it is inaccessible to washing from a tap. Neutralizing solutions,
ointments, or greases should not be used on chemical burns unless specifically called for in a
first-aid procedure. Unless the skin is merely reddened over a small area, a chemical burn should
be examined by a nurse or physician.

3.Thermal Burns
For small thermal burns such as those inflicted by handling hot glass, a sterile gauze pad should
be soaked in a baking soda solution (2 tablespoons of sodium bicarbonate to a quart of lukewarm
water, about 2.4% NaHCO3), placed over the burn, then bandaged loosely in place. If the skin is
not broken, the burned part can be immersed in clean, cold water, or ice can be applied to reduce
the pain. Blisters should not be opened. Unless the skin is merely reddened over a small area, the
burn should be examined by a nurse or physician.

4. Bleeding, Cuts, and Abrasions


In case of a minor cut or abrasion, the wound and surrounding skin should be cleansed with soap
and lukewarm water that is applied by wiping away from the wound. A sterile pad should be
held over the wound until bleeding stops and then be replaced by a clean pad, which should be
secured loosely with a triangular or rolled bandage. The pad and bandage should be replaced as
necessary with clean dry ones. Contact between the wound and the mouth, fingers,
handkerchiefs, or other unsterile objects hould be avoided. Antiseptics should not be used on an
open wound.

5.Poisoning
If poison is swallowed, a physician or ambulance should be called immediately, and the victim
should be given 2-4 glasses of water or milk to drink. If it is safe to do so, vomiting should be
induced by placing a finger at the back of the victim’s throat or by having the victim drink a
glass of warm water in which 2 teaspoons of table salt have been dissolved (10 g in 200 mL).
Vomiting should not be induced if the patient is unconscious, in convulsions, or has severe pain
and burning sensations in the mouth or throat, or if the poison is a petroleum product or a strong
acid or alkali. When vomiting begins, the victim should be placed face down with head lower
than hips, and vomiting should continue to be induced until the vomitus is clear. When there is

5
time, the poison should be identified and an appropriate antidote given. If the poison cannot be
identified and a physician is not present, a heaping table spoon (15 g) of the following universal
antidote can be given in a half glass of warm water; 2 parts activated charcoal, 1 part magnesium
oxide (milk of magnesia) and 1 part tannic acid. A sample of the poison should be saved for the
physician if possible. If the poison is a highly toxic gas such as hydrogen cyanide, hydrogen
sulfide, or phosgene, the persons attempting to rescue the victim should wear gas masks while
they are in contact with the vapors.

6. Chemical Hazards
For your own health and safety, it is essential that you exercise caution while handling chemicals
and minimize your exposure to them. Read the Material Safety Data Sheet for each chemical
reagent that you handle in the lab.

Chemicals and Chemical Spills

1. Report all chemical spill IMMEDIATELY to your lab supervisor.


2. Should a chemical spills on your person, immediately remove all affected clothing and wash
the affected body area with copious amounts of water.
3. Small spills on the bench or floor must be cleaned up immediately. Sodium bicarbonate and
vinegar are included as part of the safety equipment for neutralization of acids and alkaline
solutions respectively. Neutralize all acid and alkaline spills before cleaning. If you are not sure
how to clean a spill, inform your professor immediately.
4. Be careful of spills around the balances. These electronic devices are extremely sensitive to
corrosion. Mercury poses a particular hazard as vapors from the liquid. Report any spills of
mercury as quickly as possible so it can be cleaned up immediately.

What to Do if a Mercury Thermometer Breaks

1. Tell the students to leave the room.


2. Put on nitrile or latex gloves.
3. If there are any broken pieces of glass or sharp objects, pick them up with care. Place all
broken objects on a paper towel. Fold the paper towel and place in a zip lock bag. Secure the bag
and label it as directed by your local health or fire department.
4. Locate visible mercury beads. Use a squeegee or cardboard to gather mercury beads. Use slow
sweeping motions to keep mercury from becoming uncontrollable. Take a flashlight, hold it at a
low angle close to the floor in a darkened room and look for additional glistening beads of
mercury that may be sticking to the surface or in small cracked areas of the surface. Note:
Mercury can move surprising distances on hard-flat surfaces, so be sure to inspect the entire
room when "searching."
5. Use the eyedropper to collect or draw up the mercury beads. Slowly and carefully squeeze
mercury onto a damp paper towel. Place the paper towel in a zip lock bag and secure. Make sure
to label the bag as directed by your local health or fire department.
6. After you remove larger beads, put shaving cream on top of small paint brush and gently "dot"
the affected area to pick up smaller hard-to-see beads. Alternatively, use sticky tape, such as duct
6
tape, to pick up any remaining small glass fragments. Place the paint brush or duct tape in a zip
lock bag and secure. Make sure to label the bag as directed by your local health or fire
department.
7. OPTIONAL STEP: It is OPTIONAL to use commercially available powdered sulfur to absorb
the beads that are too small to see. The sulfur does two things: (1) it makes the mercury easier to
see since there may be a color change from yellow to brown and (2) it binds the mercury so that
it can be easily removed and suppresses the vapor of any missing mercury. Where to get
commercialized sulfur? It may be supplied as mercury vapor absorbent in mercury spill kits,
which can be purchased from laboratory, chemical supply and hazardous materials response
supply manufacturers. Note: Powdered sulfur may stain fabrics a dark color. When using
powdered sulfur, do not breathe in the powder as it can be moderately toxic
8. Remember to keep the area well ventilated to the outside (i.e., windows open and fans in
exterior windows running) for at least 24 hours after your successful cleanup.

I, the undersigned student have received safety seminar, understood it and agree to abide by the
safety guidelines. I understand the importance of proper eye protection in the laboratory at all
times. I have been warned about the dangers of wearing contact lenses in the laboratory and
understand that I should not wear contacts in the laboratory. I also understand that if I do wear
contacts in the lab or fail to abide by the safety rules, I am doing so at my own risk and will not
hold St. Dominic College of Asia or the professor handling the course liable for any injuries that
result.

Name of Student: _____________________


Signature of Student: ______________________
Name of Professor: _______________________ Date: _______________________

7
8
Activity No. 1
Laboratory Techniques

I. Objectives

1. To acquire proper techniques in performing General Chemistry experiments.


2. To recognize the importance of laboratory techniques in handling hazardous
chemicals.

II. Introduction

Any student performing experiment in Chemistry should be able to acquire the basic
skills of handling hazardous chemicals and the proper technique of using laboratory
glasswares and equipment. Improper usage of equipment and chemicals would not only
lead to accidents but also poor experimental outputs.

III. Materials

Reagent bottle Watch glass Crucible & cover


Glass stopper Filter paper Tongs
Glass rod / stirring rodGlass funnel Thermometer
Beaker Iron stand Graduated cylinder
Micropipette Iron ring Triple Beam Balance
Glass tube Tripod Table balance
Rubber bulb Test tube holder volumetric pipette
Medicine dropper Erlenmeyer flask Rubber aspirator
Solid Reagent Wire gauze
Spatula Bunsen burner

IV. Procedures

A. Handling Solutions

1. Handling Liquid Reagents

Reagent solutions are usually kept in bottles in the laboratory. Unless the chemicals are
alkaline, the bottles are mostly glass-stopper. When pouring the contents from these
bottles, the stopper, if flat-topped is laid with its flat side on the table (Fig. 1).

To pour a liquid into another container, the liquid is guided by a glass rod held against the
lip of the first container, as shown in Fig. 2. This directs the flow of the liquid and
prevents it from spilling down the sides of other container.

9
Often it becomes necessary to transfer a certain portion of the content of the bottle by the
use of pipette or a glass tube. In this case, let the tube or pipette fill by gravity or by the
use of a rubber bulb similar to that of a medicine dropper.

2. Handling Solid Reagents

Solids or crystalline reagents should always be spooned out of the bottle with a clean dry
spatula, as in Fig. 3. A dirty spatula will not only contaminate the portion taken but also
that which is left in the bottle. Make sure that the covers of bottles of chemicals are not
interchanged. Use watch glass in weighing solid chemicals.

Note: Never place chemicals directly on the balance pans.

Fig. 3 Handling Solid Reagents

10
B. TESTING FOR ODORS

1. Bring the top of the vessel near your nose.


2. Use your free hand to gently fan the vapors toward your nose (Fig. 4)
3. Inhale slowly and cautiously.

C. FILTRATION & DECANTATION

The process of separating solid particles from a liquid by pouring the


mixture through a filter paper is called filtration. The liquid that passes through
the filter paper is called the filtrate. The solid that is left on the filter paper is
called the residue and, if it was formed by precipitation in the interaction of two
chemicals, it is called a precipitate.

Folding and Mounting a Filter Paper (Fig. 5)

1. Fold a circle of filter paper in half. Fold in half again and tear off one corner of
one folded edge.
2. Fit the opened filter cone in a funnel, placing the torn edge next to the glass.
Wet with distilled water and pressed the top edge of the paper against the
funnel, forming a seal.

Fig. 5

11
Set-ups for filtration (Fig. 6)
Pouring a solution down a stirring rod (Fig. 7). A mixture is slowly poured down the
stirring rod into the funnel.
Note: Be careful not to overfill the paper filter cone.

Fig. 7

D. HEATING LIQUIDS

1. Heating in a Test Tube (Fig. 8). Performed when heating small amount of liquids.

a. Fill the test tube one-third full of water.


b. Using a test tube holder, place the test tube over the flame in a slant
position.
c. The flame should heat the top of the liquid, not the bottom.

12
Fig. 8

2. Heating in a Flask or Beaker (Fig. 9). Performed when heating large amount of
liquids.

a. Attach an iron ring to an iron stand.


b. Place wire gauze between the beaker or flask and the iron ring. c. Turn
on the gas, light the Bunsen burner and place it under the iron ring.

Evaporating dish

Fig. 9

13
E. USE OF CRUCIBLE

Crucible with its lid (cover) is a porcelain container used to run reactions at rather high
temperature.

1. Firing the Crucible

a. Place and support the crucible and cover on a clay triangle, and heat it in
the hottest flame possible. Note: The crucible must glow bright orange
to assure adequate heating.
b. Use the tongs to adjust or move the hot crucible and cover.

2. Heating a Crucible (Fig. 10)

Place the covered crucible on a clay triangle, adjust the cover so that it is slightly
open, to allow the water vapor to escape and gently heat the crucible for about 5
minutes.

Fig. 10
F. MEASUREMENTS

Scientific measurements must be as precise as possible, which often means estimating


between the smallest scale divisions on the instrument being used.

1. Temperature

The simple act of measuring a temperature with a thermometer can easily involve
errors. When measuring the temperature of a liquid, one can minimize possible
error by observing the following procedures:

a. Hold the thermometer away from the walls of the container.

14
b. Allow sufficient time for the thermometer to reach equilibrium with the
liquid.
c. Be sure the liquid is adequately mixed.

2. Mass or Weight

Precautions needed to be observed when using a balance:

a. Never place chemicals directly on the weighing pan; first place them on a
weighing paper or in a container.
b. Clean up any materials spilled on or around the balance.
c. Before moving objects on and off the pan, be sure the balance is in the
“arrest” position.
d. When you leave the balance, return the balance to the “arrest” position
and the weights to the zero positions.
e. Never try to make adjustments on a balance.
f. If seems out of order, tell your instructor.

3. Volume

Beakers and flasks are marked to indicate only approximate volumes.


Measurements of volume is usually made in a graduated cylinder. When
observing a volume in a graduated cylinder, read the point on the graduated scale
that coincides with the bottom of the curved surface – called the meniscus – of
the liquid (Fig. 11)

The volume should be read at the bottom of the meniscus and the eye level must
be horizontal to the surface of the liquid.

Fig. 11
15
Activity No. 1
Laboratory Techniques

NAME: ____________________________ DATE PERFORMED: ______________ YEAR


& SECTION: __________________ DATE SUBMITTED: _______________

1. Why is it that in heating a liquid using a test tube, the flame should heat the top of the
liquid and not the bottom?

2. In reading a meniscus, why is it that the eye level should be horizontal to the surface of
the liquid, not too high or not too low?

3. Why do we need to follow the proper laboratory techniques when performing an


experiment?
16
Activity No.2
Flame Tests

I. Objectives

1. To identify the different emission spectra of elements.


2. To recognize the importance of Bohr atomic model in the emission of lights.

II. Introduction

Electrons in an atom occupy different energy levels. The electrons in an atom occupy different
energy levels, as you know. When all of the electrons are at the lowest possible energy level they
are said to be in the ground state. Electrons do not always stay in the ground state. Sometimes
they can be promoted to a higher-energy electron shell. This can happen in two ways. First, the
electron can absorb a photon of just the right amount of energy to move it from one quantum
shell to another. Second, when atoms are heated or energized with electricity their electrons can
gain energy. This promotes them to the higher-energy shell. When an electron is in a higher
energy shell it is said to be in an excited state.

Electrons in excited states do not usually stay in them for very long. When electrons lose their
energy they do so by emitting a photon of light. Photons are particles with energy but no mass.
Their energy is directly proportional to the frequency of the light (remember: E = hν). The
photons emitted precisely match the quantum energy difference between the excited state and the
ground state. The light produced by very hot atoms in the gaseous state is a unique spectrum for
each element. To observe the spectrum requires the use of a prism, diffraction grating, or
spectroscope. This ability of metal atoms to produce these colors is put to use by practitioners of
the art of fireworks manufacture. By including different metal salts, or mixtures of metal salts, in
the exploding shell of a firework, these artists can produce beautiful displays in nearly all the
colors of the rainbow.

In this experiment, we are going to observe a unique single color of metals using flame tests. It
is a traditional art of the chemistry laboratory to use these colors to identify specimens of
compounds that contain unknown metals.

III. Materials/Reagents

(10) 10-mL test tubes 6 M Solutions of the following salts:


Test Tube Rack CaCl2, LiCl, CuCl2, KCl, NaCl and SrCl2
Inoculating loop Two unknown metal chlorides (6 M)
Bunsen Burner

Safety

17
• Wear goggles or risk sitting out the lab
• Treat all chemicals in this lab as toxic. Do
not touch any of them with your bare hands. •
Wash well with water immediately if you touch chemicals accidentally • Use caution with
the burner
o Do not leave burner unattended
o Place burner near middle of lab bench
o Tie back long hair
o Do not wear baggy clothing in the lab
o Hot objects look like cold objects: be cautious!
• CuCl2 (Copper(II) Chloride) is highly toxic by ingestion; avoid contact with eyes, skin
and mucus membranes.
• LiCl (Lithium Chloride) is moderately toxic by ingestion; avoid contact with eyes, skin
and mucus membranes.
• Wash your hands with soap and water after you complete the day’s lab work, even if you
didn’t touch any chemicals directly

IV. Procedure

1. Clean the inoculation loop using distilled water (3 x) and heat each time you change from one
metal salt to another. Failing to do so will result in mixed flame test colors. Again, do not over
heat the loop.
2. Obtain 8 test tubes and label them properly with the name of the salt solutions as indicated in
the laboratory sheet.
3. Place 20 drops of solution and do the flame test.
4. To do a flame test with each metal salt get a film of the solution of a salt inside the loop and
bring it into the hottest part of the flame. If this produces poor color then try the edge of the
burner flame. Repeat the dip into the salt solution as often as necessary to see the flame test
color. Be sure not to over-heat the loop.
5. Carefully note the color of each metal salt when it is put in the flame. Use the chart below to
estimate the approximate wavelength of the color you see.
6. Use the representative wavelength value to determine the energy emitted per mole of electron
that is excited.
7. Clean out the test tube using the method recommended by your instructor (hazardous wastes
must be disposed of properly). Usually, all leftover solutions will be collected in designated
waste containers for hazardous waste disposal.

18
Activity No. 2
Flame Tests

Name:_____________________ Date Performed:_______________


Year/Section:_______________ Date Submitted:_______________

Flame Tests
Test Reagent Observation Wavelength (nm) Energy (kJ/mole e-)

CaCl2

LiCl

CuCl2

NaCl

KCl

SrCl2

Unknown 1

Unknown 2

V. Questions

1. Why do different metals have different characteristic flame test colors?


2. What colors did the unknowns produce in the flame? What are the unknowns?

3. Why do the chemicals have to be heated in the flame before the colored light is emitted?

4. Could flame tests be useful in determining identities of metals in a mixture of two or more
salts? Explain your answer.

19
Activity No. 3
Chemical Nomenclature

I. Objectives

1. To learn the basic skills of naming ionic and covalent compounds


2. To learn the basic skills of naming binary and ternary acids.
3. To determine the oxidation numbers of elements in polyatomic ions.

II. Introduction

In this exercise you will practice naming and writing chemical formulas for many inorganic
compounds, both ionic and molecular. Before beginning the exercise you should carefully read
all the sections of your text (or notes) on the names and formulas of ionic compounds, simple
covalent compounds, and acids. The following is a brief summary of the Nomenclature rules for
each of these types of compounds.

A. Oxidation Number or Oxidation State - the charge that an atom has or appears to have
when certain arbitrary rules are applied; oxidation numbers are useful in identifying atoms that
are oxidized (loss of electrons) or reduced (gain of electrons).

Rules:

1. Any element in its free state has an oxidation number of zero


2. Metals generally have positive oxidation numbers (e.g. Na+, K+, Li+ Ca2+, Mg2+,Au+, Au 3+ 3.
The oxidation number of hydrogen in a compound or an ion is generally +1. An exception is a
metal hydride when hydrogen is second in the formula and has an oxidation number of -1 (e.g.
NaH ( H = -1); HCl (H= -1)).
4. The oxidation number of oxygen in a compound or an ion is generally -2, with the exception
of the peroxide where it is -1 (e.g. H2O2)
5. The oxidation number of monoatomic ion is the same as the charge on the ion (e.g. Cl-1,
Mg2+).
6. The algebraic sum of the oxidation numbers for all the atom in a compound must equal zero.
7. The algebraic sum of the oxidation numbers for all the atoms in a polyatomic ion must equal
the charge on the ion.

Steps to find the oxidation number for an element within a compound: 1. Write the
oxidation number of each known atom below the atom in the formula. 2. Multiply each
oxidation number by the number of atoms of that element in the compound. 3. Write an
equation indicating the sum of all the oxidation numbers in the compound or ion.

20
= 0 S = +6
CO2
B. Ionic Compounds Cr2O72-
Step 1 -2 Step 2 2(-2) -2
Na2SO4
Step 3 C + (-4) = 0
+1 -2 2 (Cr) + 7 (O) = -2
C = +4 2 (Cr) + 7 (-2) =
2 (Na) + S + 4 (O) =
0 2 (+1) + S + 4 (-2) -2 Cr = +6

• Composed of metal cations and non-metal anions, or, of polyatomic ions.


• Names and formulas always start with the positively charged cation.
• Ions are combined in ratios so that the final ionic compound is neutral.
• Never use prefixes in the names of ionic compounds. The cation name is simply combined with
the anion name only.
• If the cation is capable of having more than one possible charge, the cation charge is included
in the name as a Roman numeral in brackets (Stock system).
• Several ion names, charges and formulas are provided in the following tables. They must be
memorized as soon as possible.
In writing the formula of a compound the algebraic sum of the oxidation numbers should be
equal to zero. Elements or ions with positive oxidation numbers are written first followed by
elements or ions with negative oxidation numbers.

Examples:
Na+ + F- ------> NaF sum of oxidation numbers: +1 + -1=0
Ca2+ + F- --------> CaF sum of oxidation numbers: +2 + -1 = -1, not the correct formula
Ca2+ + 2F- -----> CaF2 sum of oxidation numbers: +2 + -1 x 2= 0
Na+ + SO42- ----> Na2SO4

1. Naming Binary Compounds

21
a. Metal with Fixed Oxidation State (e.g. IA, IIA, IIIA)- Name the metal and change the
ending of the non-metal to –ide (e.g. NaCl = sodium chloride)
b. Metal with Varying Oxidation State – Determine the oxidation state of cation. Common
Name – Use –ous for lower oxidation state and –ic for higher oxidation state (e.g. Fe2+ = Ferrous;
Fe3+ = Ferric)
FeCl3 is named Ferric chloride
Stock System – Use Roman numeral to indicate oxidation number (e.g. Au +1 = Gold (I); Au 3+ =
Gold (III)
AuCl3 is named Gold (III) chloride

c. Exceptions that Use -ide Endings: Hydroxides (OH-); Cyanide (CN-); Ammonium

(NH4+1) d. Binary Acids: Hydro +-ic + acid

e.g. HCl = Hydrochloric acid

2. Naming Ternary Compounds


3. Names of Selected Cations

22
4. Names of Selected Anions

23
C. Simple Covalent (Molecular) Compounds
• Composed of non-metal atoms only.
• The more metallic non-metal is written first.
• Prefixes are used in the name to indicate the number of each atom present. A list of
prefixes is provided below, which must be memorized.
• The prefix “mono” is dropped if there is only one of the first element.
• The name of the second element always ends in __ide.

P2O5 – Diphosphorous pentoxide


S2F10 – Disulfur decafluoride
NH3 – Ammonia (exception to the rule)

24
D. Naming Acids

Composed of hydrogen cations and non-metal anions or polyatomic anions.


• H always leads the formula.
• Acids are in the aqueous state.
• Ions are combined in ratios so that the final acid is neutral.
• The acid name depends on the name of the anion involved:
H+1 + Anion → Acid
__ide hydro__ic acid
__ate __ic acid
__ite __ous acid
Examples
HBr- Hydrobromic acid
HNO3- Nitric Acid
H2SO3- Sulfurous acid

E. Naming Hydrates

-Hydrates are solid substances that also contain water molecules in their crystal
structure. -The number of water molecules for each formula unit is fixed.
- The formula is written the same as any other compound, but then we add a dot (.), (Note that
this is NOT a multiplication sign) followed by the number of water molecules per ionic formula
unit and the symbol H2O.
The name is the same as for any other compound, but we add the word “hydrate” at the end with
a Latin prefix to indicate the number of water molecules per ionic formula unit.

25
Activity No.3
Chemical Nomenclature

Name:______________________ Date Performed:__________


Year/Section:________________ Date Submitted:__________

A. Write the formulas of the following compounds presented in the table below.

26
B. Name each of the compounds in the following table. Compounds marked with a star (*)
should be named using both the Stock and the “ic/ous” naming systems.
C. Formulas and Names

If the name of the compound is given, write its formula. If the formula is given, write its
name. You may use either the Stock system or “ic/ous” system for naming, if necessary

27
28
Activity No. 4
Lewis Structures and Molecular Modeling

I. Objectives

1. To construct the structures of compounds using molecular models


2. To determine properties of covalent bonds using the Hyperchem software

II. Introduction

Chemists have been using molecular models of one kind or another for more than a century.
Building representations of molecules in three dimensions helps to illuminate both the structure
and function of a compound. With the advent of computers, molecular modeling has become an
even more important tool for both chemists and biochemists. Biological compounds can be
modeled on the computer along with pharmaceutical candidates to study potential interactions
between the molecules. Applications such as these illustrate why this powerful tool has now
become ubiquitous in science.

A Lewis structure is a model used to show the bonding in covalent compounds. In this system,
molecular structures are diagrammed by using a line to represent a bonding pair of electrons, and
a pair of dots to represent lone pairs. The bonding rules can be summarized by the following
basic rules, which have few exceptions:
-Carbon almost always forms 4 bonds
-Hydrogen forms only 1 bond
-Halogens form 1 bond
-Oxygen almost always forms 2 bonds
-Nitrogen almost always forms 3 bonds

In this experiment, you will be trained to construct molecular models using Balls and Sticks and
Hyperchem Software. The software can be downloaded from the internet.
How to Use the Hyperchem
1. Be familiar with the important features of the software.
2. To build a molecule from scratch, begin by double clicking on the draw key. This will open up
a periodic chart for you.
3. Select carbon C and place a carbon somewhere in the black area. Notice that you might have
to click twice to get the carbon to show (it will appear as a small blue circle); this is because
when you click on the periodic chart, that becomes the active window. The first time you click
on the black background, it makes the Hyper Chem window the active screen so the second click
is required to place the carbon.
4. To attach a second carbon to our first, begin by clicking on the carbon already there, and drag
a line a little ways to represent the bond. You will find that the circle disappears, and all that
remains is the line. This is OK; the default rendering (that is , how the program displays
molecules) is a short-hand “stick” form. This line represents the single line between the two
carbons, with a carbon on each end. If the line does not draw the first time, try it again (again, if

29
the Hyper Chem window is not the active display, the first time you click on it all it does is
activate the window).
5. If you want to connect another carbon, simply click on one end of the line, and draw another
line.
6. If you want to draw 2-propanone for example, all you have to do is to select Oxygen (O) from
the periodic table (click draw twice) and then point the cursur to the middle carbon and draw a
line to represent oxygen. Notice again that we will only get a line,but this time, the line is blue
on one side (whether the carbon is) and red on the other (to represent oxygen on the other side).
7. If you accidentally clicked on the middle carbon twice, you will notice that it changed from
blue to red. Hyper Chem assumed you wanted to change the identity of that atom (which you did
not). No problem just choose Carbon in the periodic chart and double click the red bend to turn it
back to blue; then click on Oxygen, click and drag the line from the middle carbon to put the
oxygen on just as before.
8. To generate a double bond on oxygen, just click in the middle of the line between the carbon
and the oxygen. You will see it changes from a single line to two lines, to represent a double
bond.
9. To show the number of hydrogens, close the periodic chart and under “Build” choose “Add H
and Model Build”. This feature automatically completes your molecule by adding hydrogen to
any “open valences” (that is location where it is expecting another bond but there is not one) and
selecting the best bond lengths and angles for all of the atoms in the molecule.
10. If you want to change the feature, simply go to “Display” and choose “rendering” and click
on “balls and cylinders” which will make the molecules like balls.
11. To do theoretical calculations for energy, Click on molecular dynamics or MD. Molecular
dynamics simulates the motions of molecules by taking into account attraction and repulsion of
every atom in the system with every other atom. To run MD simulations on 2-propanone begin
by going to “set-up” and choosing “molecular dynamics”. Once in there, select one of the
options, AMBER. There are two basic ways to run MD calculations, “ In Vacuo” or in water. If
you want to add water, under “set-up” choose “periodic box”.
12. To run the calculation, go to “Compute” and “Molecular Dynamics”. Hyper Chem will
remember your choices from the previous step. For example, my MD will run using the AMBER
force field. You will notice there are more choices here such as step size and time of simulation.
Typically, the smaller the step size and the longer the run the more accurate the results, but the
slower it will be. For our purpose, I recommend simply choosing the results. You will see the
2-propanone begins to dance on your screen; this is a simulation of how the molecule can be
expected to actually move if we could see it in reality.
13. To display the results, go to “Compute” and you will see several options that were not
available before (such as properties). Feel free to take a look at what is in this.
III. Materials

Ball and Stick Models Glue Pair of Scissors Pencil Computer BBQ sticks
Ruler
Hyperchem Software Cartolina Protractor

30
IV. Procedures

By convention, atoms are represented using the following colors.


Carbon = black; Hydrogen = white; Oxygen = Red; Nitrogen = Blue; Chlorine = Green; Iodine =
Purple

A. Preparation of sp2 and sp3d centers

1. Using a black cartolina,draw a 1 inch diameter circle on the cartolina.


2. Draw a line along the radius of a circle.
3. Draw a second line that would make a 120 o angle from the first line.
4. Draw a third line that is 90 o angle from the second line.
5. Draw a fourth line that is 90 o angle from the third line.
6. The circle should appear as illustrated below(Figure 1).
7. Repeat 2-7 until you make 6 pieces of the circles.
8. Cut out the circles, cutting the portion between the broken lines.
9. Fold the cut-outs along the lines such that each one appears as illustrated below (Figure 2).
10. Glue the six cut-outs together such that the quarters are glued to quarters of two other cut
outs and the portions defined by lines 120 o apart are lying on the same plane.

B. Preparation of sp3 center


1. Draw a 1 inch diameter circle
2. Repeat 2-7 of Procedure A using 109.5 o between lines.
3. The drawing should appear as shown below

31

4. Repeat step 2 until eight circles are obtained.


5. Cut out the circles, cutting out the portion between the brokien lines. 6. Fold the
cut-outs along the lines such that each piece appears as illustrated below. 7. Glue
four pieces of circle together to make one sp3 center.

C. Preparation of Sp3d2 centers


1. Draw eight 1-inch diameter cirles.
2. Draw lines to divide each circle into quadrants.
3. Cut the circle along one radius.
4. Fold the paper so that the first and fourth quadrants overlap.
5. Glue together the eight pieces from step 4.

D. Preparation of terminal/surrounding atoms


1. Draw four 0.5 inch diameter circles.
2. Fold the circles along the diameter.
3. Glue the circles together such that the half-circles are glue to two other
circles. 4. Repeat steps 1-3 until at least six nuclei are obtained.

E. Prepare the molecular model that will be assigned by your teacher.

32
F. Ball and Stick Model
1. Using the ball and stick model construct the following compounds below. Provide important
information such as hybridization of central atoms, bond angles, and bond lengths.
Compound Central Atom Bond Angle Bond Length Hybridization
of Central
Atom

PCl3 Phosphorous Cl-P-Cl P

Ethylene Carbon H-C-H C=C =C

Benzene Carbon H-C-H C=C =C

Acetic Acid Carbon O-C-O C-O =C,=O


C=O

CCl4 Carbon Cl-C-Cl C-Cl C

PCl5 Phosphorous Cl-P-Cl P-Cl P

BCl3 B Cl-B-Cl B-Cl B

33
Activity No. 4
Lewis Structures and Molecular Modeling

Name:_______________________ Date Submitted:______________


Course:______________________ Professor:__________________

1.Draw the following structures using Hyperchem Software.


2. Illustrate the different ways of presenting the structures of the following
compounds. 3. Determine the bond lengths and bond angles.
Compound Ball and Sticks Balls Bond Angle Bond
Cylinders Length

CHCl3 H-C-Cl C-Cl

CH3-CH3 H-C-C C-C

CH3OH H-C-O C-O

SF6 F-S-F S-F

SF4 F-S-F S-F

BeCl2 Cl-B-Cl B-Cl

BCl3 Cl-B-Cl B-Cl

V. Questions

1. Draw the Lewis Structures of the following compounds and provide the following
information:
a. Hybridization of the central atom
b. Bond angle

Compounds: H2C=CH2, H2CO, NH4+, NO3-1

2. Explain why C-C and C=C bond lengths in Benzene have the same values.

3. Arrange the following in increasing bond lengths


C-C, C-O, C-N, C-H

34
Activity No. 5
Limiting Reactant and Percentage Yield

I. Objectives
1. To observe the reaction between solutions of sodium carbonate and calcium
chloride.
2. To determine which of the reactants is the limiting reactant and which is the excess
reactant.
3. To determine the theoretical mass of precipitate that should form.
4. To compare the actual mass with the theoretical mass of precipitate and calculate
the percent yield.

II. Introduction

One example of a double replacement (metathesis) reaction is the mixing of two


solutions resulting in the formation of a precipitate. In solution chemistry, the term
precipitate is used to describe a solid that forms when a positive ion (cation) and a
negative ion (anion) are strongly attracted to one another. In this experiment, a
precipitation reaction will be studied. Stoichiometry will then be used to investigate the
amounts of reactants and products that are involved. The word stoichiometry is derived
from two Greek words: stoicheion (meaning “element”) and metron (meaning
“measure”). Stoichiometry is an important field of chemistry that uses calculations to
determine the quantities (masses, volumes) of reactants and products involved in
chemical reactions. It is a very mathematical part of chemistry.

In this experiment, you will react a known amount of sodium carbonate solution
with a known amount of calcium chloride solution. The skeletal (unbalanced) equation
for the resulting double replacement reaction is:

Na2CO3(aq) + CaCl2(aq) -----🡪 NaCl(aq) + CaCO3(s)

Note that three of the chemicals have their states or phases designated as (aq) and
one is designated as (s). The (aq) represents the term aqueous which means that the
substance is soluble and dissolved in water. The (s) means that the substance is a solid (in
this case, it is a precipitate). Precipitate formation is easily observed as the mixed
solutions turn cloudy and, if desired, the precipitate can be easily separated from the
solution by filtering. Since your precipitate will be separated and weighed, you will need
to dry the precipitate in a drying oven before measuring its mass. Stoichiometry will then
be used to determine the amount of precipitate that should be formed in the reaction.

It is often difficult as well as impractical to combine just the right amount of each
reactant that is required for a particular reactant that is required for a particular reaction to
occur. Given this fact, this experiment is designed so that only one of the reactants will be
completely used up. This is called the limiting reactant because it limits the amount of
products formed. Since the other reactant will have a quantity remaining, it is called the
35
excess reactant. One of your tasks will be to determine which of your reactants is limiting
and which is in excess.

III. Materials
Balance Drying Oven
(2) 25-mL graduated cylinders (3) 250-mL beakers
wash bottle Filtering apparatus (ring with stand, funnel)
Filter paper 0.70 M sodium carbonate solution, Na2CO3
0.50 M calcium chloride solution, CaCl2

IV. Procedures

1. Obtain two clean, dry 25mL graduated cylinders and two clean, dry 250mL
beakers. 2. In one of the graduated cylinders, measure 25mL of the Na 2CO3 solution.
3. In the other graduated cylinder, measure 25mL of the CaCl 2 solution.
4. Record these volumes.
5. Pour the contents of both graduated cylinders into one of the 250mL beakers and observe the results.
6. Record these qualitative observations.
7. Allow the contents of the beaker to sit undisturbed for 5 min. to see what happens to the suspended
solid particles. Meanwhile, proceed to step 8.
8. Obtain a piece of filter paper. Weigh and record the mass of the filter paper, then use it to set up a
filtering apparatus.
9. Use the wash bottle to lightly wet the filter paper in the funnel to keep the filter paper in place. 10.
Swirl the beaker and its contents to suspend the precipitate in the solution, and then pour it carefully
and slowly into the filter funnel. Use the wash bottle to rinse the remaining precipitate from the beaker.
11. Use the wash bottle one last time to rinse the precipitate in the filter paper. This will remove any
residual NaCl(aq) that remains with the precipitate.
12. After the filtering is complete, remove the wet filter paper containing CaCO 3 precipitate and suspend
it carefully in the third 250mL beaker.
13. Put your labeled beaker with filter paper + precipitate in the drying oven for 30-45 min. 14.
Remove the beaker with filter paper + precipitate from the drying oven and allow cooling for a few
minutes.
15. Weigh and record the mass of the dry filter paper containing the CaCO3 precipitate. 16. Using the
data collected, calculate the moles of each of the chemicals that are added together to react. 17.
Determine which chemical is the limiting reactant.
18. Calculate the percent yield of that particular chemical by using this formula:

Percent yield = actual mass produced (grams) x 100%


theoretical mass produced (grams)
36
Activity No. 5
Limiting Reactant and Percentage Yield

NAME: ____________________________ DATE PERFORMED: ______________ YEAR


& SECTION: __________________ DATE SUBMITTED: _______________

1. Write and balance the equation of the reaction of the experiment:

2. Limiting Reagent and Percentage yield


Qualitative Observation of Na2CO3
solution and CaCl2 solution

Weight of the Filter Paper

Weight of Filter Paper + precipitate

Actual mass produced

Moles of Na2CO3

Moles of CaCl2

Limiting Reactant

Theoretical mass produced

Percent Yield
Computation:

V. Questions:

1. If you were to evaporate the filtered solution to dryness, would you be left with only solid
NaCl? Explain.

2. What theoretical volume of the Na2CO3 solution used in this experiment would result in no
excess reactant?

37
Activity No. 6
Solutions and Colloids

I. Objectives
1. To examine the influence of solvent and solute on solution formation
2. To prepare a solution for use in a later experiment
3. To make a colloid and demonstrate its properties

II. Introduction

Part I. Influence of solute and solvent on solubility

Solutions are homogeneous mixtures of two or more chemical substances. The


component of a solution that produces dissolution is called the solvent and is often
present in greater proportion. The component that is dissolved is called the solute.

The solubility of a solute in a particular solvent is a property of that solute.


Commonly, the solubility of a solute in a liquid is reported in grams of solute per
100mL of solvent. Several factors may influence the solubility of a solute, including
temperature, the nature of the solute, and the nature of the solvent. In order for a
solute particle to dissolve, its interactions with other solute particles must be
overcome and new interactions with the solvent must form. If the interactions
between solute particles are stronger than those between solute and solvent, the solute
will not dissolve. Thus polar covalent and soluble ionic compounds are soluble in
polar solvents such as water, and insoluble in nonpolar solvents such as benzene and
carbon tetrachloride. Nonpolar covalent compounds, on the other hand, are much
more soluble in nonpolar solvents than in polar solvents. Thus the general rule-of
thumb is "like dissolves like".

Two liquids that are completely soluble in each other are called miscible. When a
liquid solute doesn't dissolve in a liquid solvent, but instead forms a separate layer,
the liquids are said to be immiscible.

In Part I of this experiment, you will test the solubility of a series of compounds
in two solvents, one polar and one nonpolar.

Part II. Preparation of a solution

It is necessary to be able to determine the concentration of the solute, or the


relationship between the quantities of solute and solvent found in solutions.
Concentrations can be given in many units, but one of the most commonly used in
chemistry is molarity. Concentration expressed as molarity gives the relationship
between the number of moles of solute and the volume of solution. It is defined as:

38
Molarity = M = moles of solute
liter of solution

In order to make a solution of a given molarity, you can weigh out a calculated
amount of solute and dissolve it in enough solvent to make the desired volume of
solution.

To calculate the concentration of a solution prepared from a known mass of


solute, you must find the number of moles of that solute, then divide by the total
volume of solution.
In Part II, you will prepare a solution and determine its concentration for use in a
subsequent experiment.

Part III. Colloids

Colloidal suspensions consist of a dispersing medium and a dispersed material. The


dispersed material exists as particles that are much larger than those in a true solution.
Though they are small enough to remain suspended in the dispersing medium, they
are large enough to scatter light when an intense beam of light passes through the
suspension. This property of colloids is called the Tyndall effect. Some examples of
colloids include milk (a liquid dispersed in a liquid), smoke (solids in a gas), whipped
cream (a gas in a liquid), and fog (a liquid in air).

In Part III, you will compare a solution and a colloid, using the Tyndall effect to
test for the presence of the colloid.
III. Materials/Reagents

Dropping pipettes Test tubes Weighing bottle


Graduated cylinder Analytical balance Beaker
Flashlight Volumetric flask

Chemicals
methanol NaCl table sugar oil
MgSO4 solid NaOH distilled water Na2S2O3

39
IV. Procedures
Part I. Influence of solute and solvent on solubility

A. Polar solvent
1. Place 8-10 drops of water in each of 9 test tubes
2. Add the following solutes and test for solubility: methanol, NaCl, table
sugar, oil, MgSO4. (For solids, add a few crystals. For liquids, add 8-10
drops)
3. Shake to mix and record your observations.

B. Non-polar solvent
1. Repeat the experiment, using 8-10 drops of oil in each test tube instead of
water.

Part II. Preparation of a solution


1. Weigh out between 0.7 and 1.0 g of NaOH on the laboratory balance, recording
the exact weight.
2. Add to a 200-mL volumetric flask along with enough water to dissolve.
3. Fill the flask to the mark with water.
4. Mix thoroughly.

Part III. Preparation and testing of a colloid


1. Dissolve two small crystals of sodium thiosulfate in 5 mL of deionized water in a
large clean test tube.
2. Check the solution for the Tyndall effect by holding the test tube in the path of the
light from the flashlight.
3. Add 10 drops of 6 M HCl to the solution of sodium thiosulfate and note the
results.

40
Activity No. 6
Solutions and Colloids

Part I. Put a check on the solvent where the solute is soluble


SOLUTE WATER OIL

Methanol

NaCl

table sugar

Oil

MgSO4

Part II

Mass of NaOH + paper:________


Mass of paper: ________
Mass of NaOH: ________
Volume of Water: ________
Molarity: ________
Computation:

Part III. Observations

Thiosulfate solution: __________


Thiosulfate + HCl: __________

V. Questions:

1. How does a crystal differ from a precipitate?

2. Define the following concentration terms, and give their units: percent by mass, mole fraction,
molarity, and molality.

3.Why is there no colloid in which both the dispersed phase and the dispersing medium is gas?

41
Activity No.7
Acids, Bases, and Salts

I. Objectives

1. To identify solutions as electrolytes and non electrolytes


2. To identify variations in conductivity among electrolytes

II. Introduction

Conductivity of a substance is defined as the ability or power to conduct or transmit heat,


electricity or sound. When an electrical potential difference is placed across a conductor, its
movable charges flow, giving rise to an electric current. This property is called conductivity.
Since the charge on ions in solution facilitates the conductance of electrical current, the
conductitivity of a solution is proportional to its ion concentration.

Electrical conductivity measurements are often employed to monitor desalination plants. It is


also useful to assess the source of pollution. In coastal regions, conductivity data can be used to
decide the extent of intrusion of sea water into ground water. Conductivity data is very important
in determining the suitability of water and wastewater for disposal on land.

In this experiment, we are going to assess the conductivity of different substances. Substances
that are capable of conducting an electric current iin solution are known as electrolytes; those
that do not are known non electrolytes. Among electrolytes, the ability to conduct varies greatly.
Some substances are excellent conductors, while others conduct only slightly.

III. Materials/Reagents

Conductivity Apparatus 0.01 M NaCl 0.01M HCl


10 mL test tubes (10) 0.01 M CH 3COOH 0.01 M NH4OH
50 mL beaker (2) 0.01 M NaOH 0.01 M Sucrose
Phenolpthalein 0.01 M Urea Ethanol
Litmus Paper 0.01 M NH4Cl Water

IV. Procedure

A. Acids, Bases or Salts Tests


1. Place 6 test tubes on a test tube rack and label them with the following
substances: NaCl, CH3COOH, NaOH, NH4Cl, HCl and NH4OH.
2. Put 10 drops of the solution and drop a piece of blue litmus paper.
3. Observe the change in color of the litmus paper.
4. In the same test tube, drop a piece of red litmus paper and note the results. 5. Repeat the
experiment, but this time use 2 drops of phenolphthalein. Record your observation. 6. Get the pH
of the six solutions using universal pH paper and note the results.

42
B.1. Conductivity Test
1. Prepare nine (10) 50- mL beakers and label them with the following reagents: NaCl,
CH3COOH, NaOH, Urea, NH4Cl, HCl, NH4OH, Sucrose, Water, and Ethanol 2. Place 20 mL of
the solution and determine the conductity using the conductivity apparatus. 3. Note the relative
intensity of light and record your observation, as nonconductor, weak conductor, moderate
conductor, and strong conductor.

B.2. Conductivity Test


1. Prepare four (4) 50-mL beaker.
2. In one beaker place, 20 mL of 0.0001M CH3COOH; second beaker, 20 mL of 0.001M
CH3COOH; third beaker, 20 mL of 0.01 CH3COOH, and fourth beaker, 20 mL of 0.1 M
CH3COOH
3. Note the intensity of light and record your result as (+) for low intensity, (++) or (+++) for
moderate intensity and (++++) for high intensity.
43
Activity No.7
Acids, Bases, and Salts

Name:___________________ Date Performed:____________


Year/Section:_____________ Date Submitted:____________

A. Acids, Bases, and Salts Test


Reagents Litmus Paper PH Paper Classification

NaCl
CH3COOH

NaOH

NH4OH

HCl

NH4Cl

B.1.Conductivity Test
Reagents Conductivity Classification(strong/we
ak electrolytes

Water

Urea

Ethanol

NaCl

NH4Cl

NaOH

HCl

NH4OH

Sucrose

CH3COOH

B.2 Conductivity Test


Reagents Conductivity

0.0001 M CH3COOH

0.001 M CH3COOH

0.01 M CH3COOH
0.1 M CH3COOH

44
V. Questions.

1. Why are electrolytes good conductors of electricity?

2. Explain why acetic acid is a weaker electrolyte than Hydrochloric acid. 3.

What conclusion can you draw from the results in B.2. Conductivity Test?
45
Activity No. 8
Classifications of Chemical Reactions

I. Objectives

1. To recognize the different types of chemical reactions.


2. To identify the products formed in chemical reactions.
3. To write balanced equations for the reactions.
4. To use the results from the single replacement reactions to devise a partial activity

series. II. Introduction

Matter undergoes three kinds of change: physical, chemical, and nuclear. While the composition
of a chemical substance is not altered by physical changes (such as freezing and evaporation),
chemical changes, or reactions, result in the formation of new substances when bonds are formed
and/or broken. Indicators of chemical reactions include change in color,
evolution of gas, change in temperature and formation of precipitate. Some relatively simple but
common types of chemical reactions are illustrated in this experiment. Examples and
descriptions of each reaction type appear in the following section.
Chemical reactions can be classified as Combination reaction, Decomposition reaction, Single
displacement reaction and Double decomposition reaction. Combination reaction occurs when
two or more substances, elements or compounds, combine to form one new substance.
Decomposition reaction occurs when a compound breaks apart to yield two or more new
substances. In single displacement reaction, one element in a compound is displaced by another
element. This process will only occur if the element that is being displaced is less reactive than
the other element. Double Displacement or Metathesis Reactions occur when two compounds
that form ions in solution react by switching ion partners. One of three conditions must be met
for these reactions to occur: (1) the formation of an insoluble ionic compound, observed as a
precipitate,(2) the formation of a gas, or (3) the production of water from hydroxide and
hydrogen ions (an example of an acid-base neutralization). In each case one of the products
results by combining two ions that are removed from the solution by the reaction.

III. Materials/Reagents

Solids: Al, CuSO 4•5H2O, Ca, Cu, Zn, NaHCO3, CaO, (NH4)2CO3
Solutions: 6M HCl, 3 M HCl, 3 M NaOH, 6M NaOH, and 0.1M solutions of CuSO4, ZnSO4,
AgNO3, NaCl, Ni(NO3)2, Pb(NO3)2 and K2CrO4, 0.1 M CuCl2, 0.1 M Fe(NO3)3, 0.1 M Ni(NO3)2,
0.1 M Pb(NO3)2
Crucible tongs 5 mL test tubes (10)
Test tube holder test tube rack
100 mL beaker (3) Litmus paper
Bunsen burner Stirring rod
stirring rod

46
IV. Procedures

Safety
1 Be especially cautious with the 6 M and 3 M acid solutions as they can burn your
skin. 2 Do not stare directly at the magnesium when it burns as the light can hurt your
eyes. 3 Skin discoloration will result from contact with silver nitrate.
4 Do not touch metals with your hands.

Instructions for Performing each Reaction

Perform each of the following reactions except those that are to be demonstrated by your
instructor. Use 12-15 drops of the solution in many of the reactions. Record your observations on
the data page as you complete each reaction. Make sure that you observe the results of every
reaction even if you didn’t actually mix the chemicals yourself. Then write a balanced equation
for each reaction. Be sure to include the states of all compounds in your equations (solid, liquid,
aqueous, or gas). If no reaction occurs write the words "no reaction" (or NR) instead of the
products in your balanced equation. Do not put metal strips in the sink.

A. Combination Reaction
A.1. Instructor Demonstration. Pour about 35 mL of a clear saturated solution containing
calcium oxide into a 100 mL beaker. Allow the solution to stand for about 15 minutes.
Observe. Use a straw to blow bubbles into the solution for a few seconds. Observe the solution
again.

A.2 Oxidation of Aluminum


1. Obtain a piece of aluminum foil approximately 2 x 0.5 inches.
2. Hold the foil at one end with a pair of forceps or crucible tongs and hold the other end in the
hottest part of the flame of a Bunsen burner. Observe what will happen to the foil. 3. Record your
observation on the data sheet and complete a balanced equation if you see that reaction has
occurred
Place the foil on wire gauze to cool.

B. Decomposition Reaction
B.1 Decomposition of Ammonium Carbonate
1. Place 0.5 g ammonium carbonate into a clean, dry test tube (100 x 13
mm). 2. Gently heat the test tube in the flame of a Bunsen burner.
3. As you heat, hold a piece of wet red litmus paper at the mouth of the test tube. What happens
to the solid? Are there gases produced? What happens to the color of the litmus paper? Record
your observation and complete a balanced equation if you see that a reaction has occurred.

B.2 Decomposition of Copper Sulfate pentahydrate

1. Place a small amount (an amount that will fit on the end of a spatula) of solid copper(II)
sulfate pentahydrate in a medium test tube.

47
2. Use a test tube holder to hold the tube at about a 45º angle and heat in a burner flame for a
few minutes, remembering not to point the tube at anyone in the room.
3. Note any changes in the appearance of the solid and anything else that appears in the test
tube.
4. Allow the solid to cool and add a few drops of water. Observe. Dispose of the copper
compound in the waste container.

C. Single Displacement Reactions

1. Place 8 clean test tubes (10 mL size) in a test tube rack and number or position-code them. 2.
Place 1 ml (approximately 20 drops) of the following solution and add the following small pieces
of metals as outlined in the table below.
Test Tube No. Solution Metal

1 H2O Ca

2 H2O Zn

3 6 M HCl Cu

4 6 M HCl Zn

5 0.1 M CuSO4 Zn

6 0.1 M ZnSO4 Cu

7 0.1 M AgNO 3 Cu

8 0.1 M CuCl2 Al

3. Observe the mixture over a 20 minutes period of time.


4. Note the following:
a. color changes
b. evolution of gases
c. formation of precipitates
d. energy changes (hold each test tube in your hand and note whether the mixture
becomes warmer or colder)
5. Record your observation on the data sheet and write a complete and balanced equation for
each reaction that occurred.
6. For cases where no reaction took place, write no reactions.
7. Dispose the unreacted metals as directed by the instructor. Do not discard into the sink.

48
D. Double Displacement Reaction
1. Each part of this experiment consists of mixing equal volumes of 2 solutions in a test
tube. 2. Use about 10 drops of each solution as outlined in the table below.
Test Tube No. Solution no. 1 Solution no. 2

1 0.1 M NaCl 0.1 M KNO3

2 0.1 M NaCl 0.1 M AgNO 3

3 0.1 M Na2CO3 3 M HCl

4 3 M NaOH 3 M HCl

5 0.1 M Fe(NO3)3 3 M NaOH

6 0.1 M Ni(NO3)2 6 M NaOH

7 0.1 M Pb (NO3)2 0.1 M K2 CrO4

3. Record your observations at the time of mixing.


4. Where there is no visible evidence of reaction, feel each tube for an energy change, to
determine if heat is evolved (exothermic reaction).
5. In each case where a reaction has occurred, complete and balance the
equation. 6. When there is really no evidence of reaction, write the words No
reaction. 7. Discard the solutions as directed by the instructor. Do not discard
into the sink.
49
Activity No. 8
Classifications of Chemical Reactions

Name:_____________________________ Date Performed:_______________


Year/Section________________________ Date Submitted:_______________

A. Combination Reaction
Reactants Observation Reaction Equation

Calcium Oxide and CO2

Aluminum and O2
B. Decomposition Reaction
Reactants Observation Reaction Equation

Ammonium carbonate

Copper sulfate pentahydrate

C. Single Displacement Reaction


Reactants Observation Reaction Equation Relative Reactivity

Calcium and water ______>________

Zinc and water ______>________

Copper and HCl ______>________

Zinc and HCl ______>________

Zinc and CuSO4 ______>________

Copper and ZnSO4 ______>________

Copper and AgNO 3 ______>________

Aluminum and ______>________


CuCl2

Arrange copper, silver, calcium, zinc, and hydrogen in an activity series from most active to least
active on the basis of the results from the displacement reactions that you performed. Recall that
a more active metal displaces a less active metal, a more active metal to is needed to displace

50
hydrogen from water than to displace it from an acid, and that a metal that displaces hydrogen
from acid is ranked as more active than hydrogen.
Most active (most easily oxidized): _____>______>______>_______>______ Least Active

D. Double Displacement Reaction


Reactants Observation Reaction Equation

NaCl + KNO3
NaCl + AgNO 3

Na2CO3 + HCl

NaOH + HCl

Fe(NO3)3 + NaOH

Ni(NO3)2 + NaOH

Pb(NO3)2 + K2CrO4

V. Questions

1. Why must a chemical equation be balanced? What law is applied in the balanced chemical
equation?

2. The following reactions are performed , and the results are shown below. Use these results to
determine the relative activities of the two elements involved in each reaction next to that
reaction. Then place the elements gold, hydrogen, zinc and tin in an activity series in order of
decreasing activity.

51
Activity No. 9
Chemical Equilibrium

I. Objectives

1. Observe a chemical reaction system to determine the relative position of equilibrium. 2.


Apply a stress to a chemical reaction system, and observe the changes that occur. 3. Predict the
direction a chemical reaction system will shift when a particular external stress is applied to it.

II. Introduction
Chemical reactions are processes in which one of more substances change into new
substances. When all of the reactants and products of a given chemical reaction system are
present in some amount and in contact with each other at the same time, and the reaction is not
producing or using up any of them, the reaction is said to be in equilibrium.

The equation for a reaction that reaches equilibrium instead of going to completion is written
using two arrows instead of one, with one arrow representing the forward direction and the
other the reverse direction:

H2 (g) + I2 (g) 2 HI (g)


At equilibrium these two reaction directions, forward and reverse, proceed at the same rate.

When the reactants are first mixed together, they begin producing products right away and
with a particular reaction rate. The rate of the reaction, or amount of product produced per
second, generally depends on a number of factors including the concentrations of the reactants

Once a reaction reaches equilibrium, the system will remain at equilibrium unless something
from the outside influences it. This addition of outside influences is called a stress, because it
exerts a kind of “force” on the equilibrium.

The shifting of the equilibrium position in response to an external stress is summarized as


Le Chatelier’s Principle: When a chemical system at equilibrium is subjected to an external
stress, the position of equilibrium will shift in order to relieve the stress.

Another factor that affects the position of equilibrium for a chemical reaction system is the
energy (most commonly heat) produced or absorbed by a reaction. If a reaction is exothermic,
it produces heat in the forward direction, so if the temperature of the equilibrium system goes
up, the stress put on the equilibrium will push it back toward the reactants. If a reaction is
endothermic, it absorbs heat in the forward direction, so raising the temperature of the system
will push the position of equilibrium toward the products.

In this experiment you will prepare a number of chemical reaction systems, observe them at
equilibrium, subject the system to a stress, and observe the shift of the system in response to
that stress.
52
II. Materials

250mL beaker Hot plate 400mL beaker


Test tubes Dropping pipettes Test tube rack
10mL graduated cylinder Serological pipettes
Ice Distilled water Cobalt (II) chloride solution 0.1 M FeCl3 0.1 M
KSCN 0.1 M AgNO3

III. Procedure
Part I. The Effect of Temperature on Equilibrium
1. Set up a hot plate with a 250mL beaker on it.
2. Add about 150mL of water to the beaker.
3. Allow the water to boil.
4. Use a 400mL beaker to obtain about 300mL of ice.
5. Add enough water to this ice just to bring the water level up to the top of the ice, but
without making the ice float.
6. Label three small test tubes as follows:
a. Aqueous cobalt(II) + chloride at room temperature
b. Aqueous cobalt(II) + chloride at 0.0 °C
c. Aqueous cobalt(II) + chloride at 100.0 °C
7. Put about 2mL of Cobalt (II) chloride solution to each test tube.
8. Add 25 drops of 12M HCl to each of the three test tubes.
9. Observe the color of the solutions and record these observations.
10. Keep test tube A in the test tube rack. Place test tube B in the ice water, and place test
tube C in the boiling water.
11. Observe and record any changes.

Part II. The Effect of Changes in Concentrations on Equilibrium


1. In a 10-mL graduated cylinder, add 2mL of aqueous 0.1 M FeCl3.
2. To the same graduated cylinder, add 2mL of aqueous 0.1 M KSCN. 3. Prepare a
solution of the reaction system by adding this 4mL mixture to a 250-mL beaker
containing 100mL of DI water.
4. Label 4 large test tubes:
a. FeSCN2+ equilibrium control
b. FeSCN2+ equilibrium + Fe3+
c. FeSCN2+ equilibrium + SCN–
d. FeSCN2+ equilibrium + Ag +
5. Add about 5mL of the reaction system solution to each test tube
6. Observe the solution and record observations.
7. Add solutions to the test tubes drop by drop until a change becomes evident:
a. Test tube B: Add about 1mL of 0.1 M FeCl3 solution
b. Test tube C: Add about 1 mL of 0.1 M KSCN solution
c. Test tube D: Add 0.1 M AgNO3 solution
8. Record observations of each test tube.

53
Activity No. 9
Chemical Equilibrium

NAME: ____________________________ DATE PERFORMED: ______________ YEAR


& SECTION: __________________ DATE SUBMITTED: _______________
Part I. The Effect of Temperature on Equilibrium

Predicted Change or Color


1. Aqueous cobalt(II) + chloride at room temperature _____________________ 2.
Aqueous cobalt(II) + chloride at 0.0 °C _____________________ 3. Aqueous
cobalt(II) + chloride at 100.0 °C _____________________

Part II. The Effect of Changes in Concentrations on Equilibrium

Predicted Change or Color


1. FeSCN equilibrium control _____________________ 2. FeSCN2+ equilibrium +
2+

Fe3+ _____________________ 3. FeSCN2+ equilibrium + SCN–


_____________________ 4. FeSCN2+ equilibrium + Ag + _____________________

V. Questions:

1. Briefly discuss the importance of equilibrium in the study of chemical reactions.

2. List four factors that can shift the position of equilibrium. Only one of these factors can
alter the value of the equilibrium constant. Which one is it?

54
Activity No. 10
Acid –Base Titration
I. Objectives

1. To determine the acetic acid content of vinegar by titration using phenolphthalein as an


indicator.
2. To acquire the laboratory skill of titration.

II. Introduction

Acid-base titrations can provide valuable information about the nature and properties of an acid
or a base. These titrations can be useful not only in determining the molecular mass and pKa
values, but also whether the substance is polyfunctional. Polyfunctional acids and bases have two
or more acidic or basic functional groups; i.e., they may donate or accept more than one proton.

Vinegar is a substance whose acidity varies quite a bit because it can have from 4 to 6 % of
acetic acid. The manufacturers of vinegar, and also of other substances, often need to precisely
determine the acidity of their products. To titrate a vinegar means to determine its acetic acid
content.

In water, the sodium hydroxide dissociates as follows: NaOH  Na+ + OH-. The OH- ions
combine with as many H+ ions if they are available. Essentially, to titrate vinegar you have to
add a solution of sodium hydroxide having a concentration known with precision to the
sample to be titrated, until you neutralize all the excess H+ ions produced by the acetic acid. To
know when the sample is neutralized, some drops of a suitable indicator are added to it. In this
way, when the sample is neutralized suddenly it will change color. At this point, the number of
moles of NaOH present in the titrant solution you have used will correspond exactly to the
number of moles of the acetic acid present in the sample of vinegar to be titrated.

III. Materials
Erlenmeyer flask. 2. Dilute with
Dropping pipette about 50mL of distilled water. 3.
Burette Add 3 drops of phenolphthalein.
Erlenmeyer flask Chemicals
Iron stand Vinegar
Iron clamp 0.1M NaOH Phenolphthalein

IV. Procedure

1. Pour 1.5mL of vinegar in an

4. Fill a burette with a 0.1 M solution of sodium hydroxide.


5. Allow the liquid in the burette to come down to the zero mark and close the
tap. 6. Put the solution to be titrated under the burette.
7. Slowly drip the solution of sodium hydroxide into the solution to be titrated and swirl.
55
8. As soon the solution to be titrated becomes pink and keeps the color, close the tap of the
burette.
9. Note how much titrating solution has used.
10. Calculate for the concentration of Acetic acid in the vinegar.
56
Activity No. 10
Acid-Base Titration
NAME: ____________________________ DATE PERFORMED: ______________ YEAR
& SECTION: __________________ DATE SUBMITTED: _______________

Volume of 0.1M NaOH consumed: _____________


Molarity of acetic acid: _____________

Computation:

V. Question:

1. Briefly describe what happens in an acid-base titration.

2. What is the difference between the term equivalent point and end point?

57
Activitity No. 11
Boiling Point and Melting Point Determination

I. Objectives

1. To be familiar with the principles of melting point and boiling point determinations. 2. To
master the method of determination of melting point and boiling point using capillary tube. 3. To
determine the melting point and boiling point of organic solids and liquids.

II. Introduction

The determination of physical properties of organic compounds such as boiling points, melting
points, density, solubility, refractive index, etc. is important for characterizing and identifying
organic compounds. In this experiment you will be learning the techniques for measuring the
melting point of a solid and the boiling point of a liquid.

Boiling point is formally defined as the temperature at which the vapor pressure of the liquid
becomes equal to the pressure at the surface of the liquid. The boiling point of a liquid can
change if the pressure at the liquid's surface changes. Since pure substances have a distinct
boiling point, boiling points are sometimes used to determine the purity of substances.

A solid is said to melt sharply if the melting point range is 0.5 - 1.0 oC (narrow melting point
range). A pure solid will generally melt sharply because the forces of attraction between its
particles are the same. However, the presence of a foreign particle in a crystal lattice interrupts its
uniform structure and the forces of attraction are weakened. An impure solid melts at a lower
temperature and over a wider range. Thus, a solid's melting point is useful not only as an aid in
identification but also as an indication of purity.

III. Materials/ Reagents


(6) Capillary Tubes Cooking Oil

(1) Thermometer 0.5 g Urea

(1) Bunsen Burner 0.5 g Benzoic Acid

(1) Watch Glass 0.5 g Benzoic Acid-Urea Mixture

(1) Stirring Rod 0.5 mL Isopropyl Alcohol

(5) rubber band 0.5 mL Acetone

(1) Iron Ring, Iron Stand, Wire Gauze 0.5 mL Acetic Acid

(1) Universal Clamp (2)- 5-mL test tube

(1) 50-mL Beaker


58
IV. Procedure

A. Melting Point Determination

1. Sealing Capillary Tubes

Put one end of a prepared capillary tube to the edge of a small hot flame and rotate the capillary
tube slowly so that the end is sealed. To ensure the capillary tube sealed compactly and smoothly,
you should operate it carefully and not make it bended or into a small ball.

2. Filling capillary tubes.

Place a small sample of the solid pulverized finely on a clean watch glass, then collect the solid
into a small mound and push the open end of the capillary tube down into the sample. The solid
may be forced down by dropping the tube (sealed end downward) through a long length of
ordinary glass tubing onto the desktop. Further increments of the sample are introduced in the
same way until the material forms a compact column 3-5 mm high at the bottom of the tube after
repeated dropping. It is essential that the material be packed firmly and densely into the end of
the tube.

Follow the method above; fill three tubes with benzoic acid, urea, and mixtures of unknown
sample.

3. Arranging assembly.

Introduce oil bath liquid into a 50-mL beaker and keep the bath level at the position of the two
third of the beaker. The capillary tube containing the sample is attached to a thermometer by
means of a small rubber band. The rubber band must be kept well above the level of the hot oil,
or the oil could melt the rubber and break the band. For accurate reading, the sample compound
in the capillary tube is kept close to and at the level of the thermometer bulb, which is fully
submerged and centered in the oil bath, as shown in Figures 1-2.

4. Taking melting point

When the apparatus has been arranged, properly heat the bottom portion of the side arm with
burner. Convection currents carry the heated oil up through the side arm and down the main shaft
of the apparatus for uniform heating. Apply heat at a moderately rapid rate until the bath liquid is
within 15-20 oC of the melting point. Continue the heating with a very small flame adjusted so
that the temperature rises slowly and at a uniform rate (about 1 oC per minute). If necessary, hold
the burner by its base and move it back and forth under the bath. Observe carefully the samples
in the melting point tube and the thermometer reading. Record as the observed melting point the
range between the thermometer reading when sample starts to liquefy and that when the melt is
clear. After the samples have melted, extinguish the flame and allow the bath to cool.
59

Figure 1. Test Tube Assembly for Melting Point Determination.

B. Boiling Point Determination

1. Make a test tube assembly by using the following directions and

illustration.

Figure 2. Test Tube Assembly for Boiling Point Determination.

1. Place about 1 mL of Isopropyl alcohol in a 10-12 mm diameter test tube. 2. Using a


small rubber band, attach a thermometer to the outside of the test tube. The
60
thermometer bulb should be even with the test tube's bottom.
3. Insert an inverted closed end capillary tube into the test tube.
4. Make an oil bath assembly similar to Figure 1.
5. Place the above test tube assembly in the oil bath so that the surface level of the alcohol in the
test tube is beneath the surface level of the oil bath.
6. Heat the oil bath carefully and observe the stream of bubbles emerging from the capillary
tube. 7. Remove the heat source and when the last bubble emerges from the capillary tube,
record the temperature.
.
Clean-up:

Dispose of the used capillary tubes by putting them in your trash can. If any isopropyl alcohol is
left in your test tube, you may pour it down the drain with water.
61
Activity No. 11
Boiling Point and Melting Point Determination

Name:_______________________ Date Submitted:______________

Course:______________________ Professor:__________________

A. Melting Point Determination


Sample Melting Point Range (oC) Melting Point (oC) % Error
(Expt’l) (Theoretical)

Benzoic Acid

Urea

Benzoic Acid-Urea Mixture

B. Boiling Point Determination


Sample Boiling Point (oC) Boiling Point (oC) % Error

(Expt’l) (Theoretical)

Isopropyl Alcohol

Acetone

Acetic Acid

V. Questions.

1. Which of the following solid samples has the largest melting point range?

Explain. 2. Which of the three liquids has the highest boiling point? Explain.

62
Activity No. 12
Recrystallization of Impure Benzoic Acid
I. Objectives

1. To determine the best recrystallization solvent for impure benzoic acid.


2. To purify impure benzoic acid by recrystallization method.
3. To gain experience with the basic organic laboratory techniques of recrystallization.

II. Introduction

Recrystallization is a physical process of purifying organic solids. This technique involves


dissolving a solid in a solvent at higher temperature, usually the boiling point of the solvent, and
then inducing the solute to precipitate from the solution at lower temperature. The impurity
either would be completely insoluble in the particular solvent at the high temperature, or would
be very soluble in the solvent at low temperature. In the former case, the impurity could be
filtered off at high temperature, while in the latter case the impurity would completely stay in
solution upon cooling. A good (suitable) recrystallization solvent will dissolve a large amount of
the impure compound at temperatures near the boiling point of the solvent. Small amount of
compound being purified should remain in solution at low temperatures, between approximately
25 and –5 oC. Low solubility at low temperatures minimizes the amount of purified compound
that will be lost during recrystallization. A more pure solid should precipitate if the impurities
remain dissolved in the solvent. The pure solid is collected by vacuum filtration and usually
washed with a minimal amount of ice-cold solvent.

A suitable recrystallization solvent should also be partially volatile in order to be easily removed
from the purified crystals. The solvent should not react with the compound being purified and it
should have the boiling point below the melting point of the compound being purified. In
selecting a good recrystallization solvent one should also consider flammability, toxicity, and
expense.

In this experiment, we are going to purify Benzoic acid that is contaminated with a small
amount of Copper (II) sulfate.

III. Materials/Reagents
(1) Hot Plate (3) 5 mL Test tubes

(1) 25-mL Erlenmeyer Flask Hexane

(1) filter funnel Ethanol

(1) wash bottle (1) Beam balance

(1) filter paper (1) 250-mL beaker

(1) 10-mL graduated cylinder (1) tripod


63

IV. Procedure

A. Determination of Best Recrystallization Solvent

1. Place a pinch of pure benzoic acid sample in three separate test tubes.
2. In the first test tube, add 10 drops of Hexane; second test tube, 10 drops of Ethyl alcohol; and
third test tube, 10 drops of Water.
3. Swirl and compare the relative amount of Benzoic acid that is dissolved in the three solvents.
4. Place the three test tubes in a water bath and heat to 70 oC. Observe which solvent has
dissolved the Benzoic acid in greatest amount. This will be your best extracting solvent.

B. Recrystallization of Impure Benzoic Acid Using the Best Extracting Solvent

1. Obtain a sample of Benzoic acid that is contaminated with Copper(II) sulfate. 2. Add
approximately 0.5 g (record the actual mass) of the contaminated Benzoic acid and 5 mL of
water to a 25-mL Erlenmeyer flask.
3.Warm the flask and its contents on a hot plate and slowly add near-boiling water to
dissolve the solids.
4. Continue to warm the flask and add near-boiling water until all of the solids have Dissolved.
Do not add too much water or the solution will not be saturated and the yield of purified Benzoic
acid will be reduced. Keep adding water in small amounts (several drops at a time from a Pasteur
pipette) until all of the Benzoic acid is dissolved while the solution is boiling.

5. Remove the flask from the hot plate and add a scoop of activated carbon (Note: Add the
carbon gradually, effervescence might occur). Heat it for 5 minutes and filter right away.

6. Allow the beaker containing the filtrate to cool slowly on the bench top. After approximately
twenty minutes, crystals will have formed. Cool the suspension further using an ice bath.

7. Transfer the crystals to a filter funnel, and filter the Benzoic acid–water suspension.
8. Wash the Benzoic acid crystals with ice-cold water by pouring ice-cold water over the
crystals.
9. Dry the crystals for a week and determine the mass of pure Benzoic
acid. 10. Determine the melting point of Benzoic acid.
11. Determine the percent purity of the impure Benzoic acid using the
formula: % Benzoic Acid = mass of pure benzoic acid/mass of mixture X100

10. Submit product to the instructor in a properly labeled vial.

64
Activity No. 12
Recrystallization of Impure Benzoic Acid

Name:___________________ Date Submitted:____________

Course:__________________ Professor:_________________

A. Determination of Best Recrystallization Solvent


Solvent Relative Amount of Benzoic Acid Dissolved

Hexane

Ethyl Alcohol

Water

Best Recrystallization Solvent:______________

B. Recrystallization of Impure Benzoic Acid Using the Best Extracting Solvent


Mass of Benzoic Acid + Filter Paper

Mass of Filter Paper

Mass of Benzoic Acid

Mass of Recrystallized Benzoic Acid + Filter Paper

Mass of Filter Paper

Mass of Recrystallized Benzoic Acid


%Purity of Benzoic Acid

Melting Point of Benzoic Acid

Questions

1. Enumerate the important properties of a good recrystallization solvent.

2. Impure Benzoic acid was dissolved in hot water. The container of solution was placed in an
ice-water bath instead of being allowed to cool slowly. What will be the result of cooling the
solution in this manner?

65
3. What are the reasons of adding the following materials in recrystallization of
solids? a. boiling stones

b. activated carbon

c. seed crystals

4. A 0.12 g of compound “Y” dissolves in 10 ml of acetone at 25 oC and 0.85 g of the same


compound dissolves in 10 ml of boiling acetone. If 5.0 g of compound “Y” were to be
recrystallized from 75 ml acetone, what will be the maximum amount of “Y” that will be
recrystallized?
66
Activity No. 13

Thin Layer Chromatography Determination of Caffeine in Various Commercial Products

I. Objectives

1. To extract Caffeine from various commercial products


2. To separate Caffeine from other components by Thin Layer Chromatography

II. Introduction

Caffeine is a heterocyclic (i.e., has atoms other than carbon in a ring) amine found in
many plant materials including tea leaves, coffee beans, kola nuts, and cocoa beans. Compounds
found in nature are referred to as “natural products” and amine natural products are called
alkaloids. Hence, Caffeine is an alkaloid. Many alkaloids, including Caffeine, have
pharmacological effects. Some other examples are Morphine, Codeine, Cocaine, and Nicotine.
Caffeine-containing beverages, mainly tea and coffee, have been used for their stimulant effect
for over a thousand years. Caffeine is also a diuretic and a vassoconstrictor (constricts blood
vessels). Recognition of the vassoconstriction effect suggests Caffeine’s use as a treatment for
headaches especially migraines. In fact, it is often added to headache remedies, including
Excedrin and other OTC analgesics and is also a key ingredient in the new prescription drug,
Fioret. Caffeine’s side effects and addictive nature lead many people to use decaffeinated coffee,
cola, etc. The Caffeine can be removed from coffee beans by extracting the beans with an organic
solvent (the old method) or with supercritical carbon dioxide.

In this experiment, Caffeine will be isolated by solvent extraction and thin-layer


chromatography (TLC). Extraction simply involves treating the substance with an organic
solvent that will dissolve out the Caffeine and other soluble organic materials but leave insoluble
matter (such as cellulose in leaves and inorganic binders in a pill) behind. In a TLC experiment,
a small spot of the sample to be analyzed is made at one end of a glass or plastic plate that has
been coated with a thin layer of silica gel (SiO2). In a process known as “development” the plate
is then immersed spot-end-down in a pool of solvent (the exact solvent used depends on the
sample and is determined by experimentation). The solvent is allowed to move up the plate by
capillary action (the silica gel “soaks it up”). Compounds present in the sample are carried up the
plate by the solvent. However, different compounds generally move at different rates. Their
movement depends on their interaction with the two phases, the stationary and the mobile phase.
After the development, the components are visualized using a detection reagent or uv light. The
distance travelled by a spot is described in terms of Rf value which is defined as,

Rf = distance travelled by spot from the origin__


distance travelled by the solvent from the origin.

Spots with identical Rf values in two different samples can reasonably be concluded to indicate
the presence of the same compound in both samples.

67
III. Materials/Reagents
8 x 6 cm TLC plate (5) 10-mL test tubes
2 Capillary micropipettes Spatula
TLC Tank and Lid (2) Pasteur Pipette
Ruler Caffeine
UV Lamp Ethanol
Dichloromethane TLC solvent (5% acetic acid in ethyl acetate) Diet Cola, Instant
Coffee, and Analgesic Pill
Dragendorff Reagent

IV. Procedure

Extraction of Caffeine

1. Solid samples – instant beverages and analgesic pills. Use 500 mg of the sample. Make sure to
record the actual mass used. If a solid sample is not a fine powder to begin with, then you
will need to grind it to a powder, preferably by using a mortar and pestle. Put each powder
into a small, labeled test tube. Add 2.0 mL Ethanol to each test tube and shake to mix
thoroughly. Heat the tubes gently on a hot water bath for 2-3 minutes and then allow the
contents to cool and settle. Not all of the powder will dissolve; the inorganic buffering agent
(if present) and binder are insoluble in ethanol. However, any organic compounds present
will dissolve. Remove the ethanol solution from undissolved solids using a pipet. Use this
solution to spot the TLC plate.

2. Liquid samples. Measure 4 mL of the liquid into a large test tube. Wear gloves during the rest
of this step. Add 5 mL of CH2Cl2 to the tube. Cap the tube with a tight fitting rubber sleeve
stopper or cork and shake gently at first, frequently removing the stopper to allow venting of
any pressure build up. Shake well then allow the layers to separate. Caffeine is much more
soluble in CH2Cl2 than in H2O so any caffeine present goes into the CH2Cl2 layer. Use a
Pasteur pipet to transfer most of the lower dichloromethane layer to a small test tube. Add a
few CaCl2 pellets to this tube and let stand for 5-10 minutes- the solution should clear up as
the CaCl2 absorbs any remaining water . Use this solution to spot the TLC plate.

TLC Procedure

1. Put approximately 25 mg of Caffeine in a small, labeled test tube. Add 4.0 mL of Ethanol mix,
and heat gently to dissolve the caffeine.
2. Obtain a TLC plate. The plate should be handled using forceps so as to avoid contamination.
A light pencil line should be drawn using a straight edge about 1 cm from one end of the
plate.
3. The instructor will demonstrate the spotting technique. Use a capillary micropipette to make a
small spot of the pure Caffeine solution (made in step 3) on the plate. Place the spot 1 cm
from the left edge along the pencil line you drew. Also spot the TLC plate with each of the
solutions prepared in steps 1 and 2. Make these three spots at 1-cm intervals to the right of

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the Caffeine spot. In order to avoid confusion make sure to label the spots lightly in pencil
bellow the line.
4. Develop the TLC plate by placing it in a beaker that has been filled with developing solvent
(5% acetic acid in Ethyl acetate) to a level of less than 1 cm high (the spot on the TLC plate
should be above the level of the solvent). Cover the beaker with aluminum foil immediately
after the TLC plate is immersed. Allow the solvent to migrate up the TLC plate until it is
about one centimeter from the top. Do not allow the solvent line to reach the top of the plate.
5. Remove the TLC plate and mark the level to which the solvent rose with a pencil. Allow the
solvent to evaporate off of the plate in the hood and then visualize the plate under UV light or
spray the plate with Dragendorff reagent. Outline all spots with a pencil.
6. Measure the distance the solvent moved as well as the distances of all spots. Carefully sketch
the TLC plate in the space provided on the report sheet.
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Activity No. 13

Thin Layer Chromatography Determination of Caffeine in Various Commercial Products

Name:_____________________ Date Performed:_______________ Year and

Course:_____________ Date Submitted:_______________

1. Paste your chromatograph on the space below.


2. Calculate the Rf values of all the spots.
Sample Rf Color of Spot (UV) Color of Spot
(Dragendorff)

Diet Cola

Instant Coffee

Analgesic

V. Questions

1. Give the structure of Caffeine. Explain why it is considered an amine.

2. Give the structures of the other organic compounds being used as solvents in this experiment:
Acetic Acid, Ethyl acetate, Ethanol, and Dichloromethane. Identify the functional group family to
which each of these belongs.

3. Explain why you observe some “tailings” of your TLC spots.

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Activity No. 14
Simple and Fractional Distillation

I. Objectives

1. To acquire the basic skill of conducting simple and fractional distillation.


2. To separate the components of the liquid mixture using the two
processes. 3. To compare the efficiency of separation of the two methods of
separation.

II. Introduction

Distillation is the most common method used to separate and purify liquids. The process
consists of heating a liquid to its boiling point and conducting the vapors to a cooling device
where they are condensed. The condensate is then collected. The vapor pressure of a liquid is
defined as the pressure that is exerted by a liquid at a given temperature. This force is due to the
molecules escaping from the liquid’s surface into the gas phase. The vapor pressure of a liquid
increases with increasing temperature. The boiling point of a liquid is that temperature at which
the vapor pressure is equal to the pressure of the surroundings. There are three common
distillation processes that are commonly used in separating components of mixtures,

Simple Distillation, Fractional Distillation, and Steam Distillation.

Simple distillation is used in separating liquid components with boiling point difference greater
than 25 oC. However, for liquid components having boiling points less than 25 oC, fractional
distillation is preferred. In this process, a fractionating column is employed.

In steam distillation, which is commonly used to separate essential oil from plants, the
component (oil) is extracted using steam. In this process, the component boils below its normal
boiling point because of the presence of water which contributes to the total pressure of the
whole mixture in the sample.

In this experiment, you are going to perform the first two methods (simple distillation and
fractional distillation). Steam distillation is reserved for the next activity.

III. Materials/Reagents
(1) Hot Plate Chloroform
(1) boiling flask Isopropyl alcohol
(1) Distillation apparatus Boiling chip
(1) 25-mL graduated cylinder100 (1)- 100-mL thermometer
(4) 10-mL test tubes (3)-Universal clamp
(1) separatory funnel (1) Test tube rack
Mixture of Methanol and 1-Butanol (1:1)

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IV. Procedure
For setting up the apparatus for simple and fractional distillations refer to the figures
below.

Figure 1. Simple Distillation. Figure 2. Fractional Distillation A. Simple


Distillation

1. Take 40 mL of the Methanol-Butanol mixture into the 100-mL round bottom distilling flask.
Add two or three boiling chips to promote even boiling. Make sure all connections in the
apparatus are tight.
2. Turn the setting of the hot plate so that temperature reading is between 60-80oC.
3. Adjust the heat until the distillate drops at a rate of one drop per second. 4.
Record the temperature and volume of the distillate at 1 mL intervals.
5. After 25 mL of distillate has been collected, quickly replace the 25 mL graduated cylinder
with a 10 mL graduated cylinder. Continue to take volume and temperature readings until
another 10 mL of distillate has been collected.
6. Set aside the distillates and proceed to fractional distillation.

B. Fractional Distillation
1. Return all the distillates back to the boiling flasks and set up Figure 2 for fractional
distillation. Add 3 new chips of boiling chips.
2. Heat the mixture and observe the formation of condensate which gradually rises up in the
fractionating column.
3. Once condensation of the vapors occurs, it should continue steadily at a rate
not greater than one drop per second.
4. Collect the distillate in the graduated cylinders and record the temperature and volume of the
distillate at 1 mL intervals until the temperature starts to rise.
5. When you see the temperature increases, record the temperature and volume of distillate at
intervals of 0.5 mL until the temperature no longer continues to increase.
At this point, record the temperature and volume of the distillate at 1 mL intervals until about 35
mL of total distillate has been collected. Do not distill to dryness.
6. Plot Temperature vs. Volume of Distillate. Compare your result with that of simple distillation.

72
Activity No. 14
Simple and Fractional Distillation

Name:_____________________ Date Performed:_______________ Year and

Course:_____________ Date Submitted:_______________

1. Plot the distillation temperature as a function of the volume of distillate. Use the Excel
plotting program to accomplish this task. Superimpose the plot for fractional distillation over
the plot for simple distillation. Based on the plots of simple versus fractional distillation,
what conclusions can you draw regarding the efficiency of separation of the liquids for each
method? Account for the difference in shape of the curve.

2. Discuss the principle of fractional distillation.

3. What is an azeotrope? How does it affect the purity of the distillate?


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Activity No. 15
Soxhlet Extraction of Capsaicinoids from Hot Pepper

I. Objectives

1. To understand the basic principle of using Soxhlet extractor in isolating natural


products. 2. To isolate Capsaicinoids from Hot Pepper.

II. Introduction

The term “capsaicinoids” describes a group of pungent chemical analogues found in hot peppers
(Capsicum annum and C. frutescens). There are five naturally occurring capsaicinoids: capsaicin,
dihydrocapsaicin, nordihydrocapsaicin, homocapsaicin, and homodihydrocapsaicin . The most
abundant and potent analogues in peppers (and consequently pepper extracts) are capsaicin and
dihydrocapsaicin. Nordihydrocapsaicin, homocapsaicin, and homodihydrocapsaicin are also
present, but generally contribute little to the total capsaicinoid concentration and pungency of the
pepper.

For centuries, people have used concentrated extracts of peppers (oleoresin capsicum) or the
dried fruits to prepare spicy foods. Other historical and current uses of pepper products include
neurobiological research, weight loss, local anesthesia, anti-microbial defense, anti-inflammation
preparations, and recently for the production of self-defense and less than-lethal (LTL) weaponry.
The extensive use of peppers and pepper extracts for such diverse purposes emanates from the
presence of capsaicinoids in the pepper.

III. Materials/Reagents
(1) 400-mL beaker Soxhlet Extractor
Knife 95% Ethanol
20 pieces unripe Hot peppers (5) 10-mL Test tubes

Warnings

• Pure capsaicin powder in milligram amounts can cause severe skin blistering, burns, and
reported nerve damage.
• Use full personal protection equipment (lab coat, goggles, gloves) and have an eye wash
ready
• Use a dust mask when handling dried peppers

74
IV. Procedure

Set up the Soxhlet extractor as shown below.

1. Weigh and cut the peppers, separate the seeds from the flesh manually.
2. Dry the seeds and flesh in the oven at 100 oC for 1h.
3. Grind the seeds and flesh separately in a mortar and pestle.
4. Set up 250 mL round bottom flask in heating mantle or water bath, add clean, new boiling
chips, and 50 mL 95% ethanol.
5. Place soxhlet extractor onto flask, fluff 1 or 2 cotton balls and place at the bottom of the
extractor (pack with a glass rod).
6. Add dried seeds to extractor, and level out. Add pepper flesh until full and level out. Place
another 1-2 cotton balls ontop and pack gently with a glass stir rod.
7. Fit adapter and condenser to the extractor. Begin heating to boiling.
8. Maintain heating and replenishing water bath as necessary for 2 hours (typically until ethanol
coming off the extractor is clear).
9. As the ethanol boils, it travels at the side arm, filling up the thimble with ethanol. Once the
side arm is filled with ethanol, the liquid from the thimble is siphoned off, and the whole process
repeats again, with the new alcohol extracting the sample but using the same 50 mL Ethanol. Do
not leave unattended and see to it that the container will not run dry. The solution turns dark.

Concentration Procedure

1. If available, use a rotary evaporator with a bump-trap to remove solvent. 2. Set up a distillation
apparatus, evaporate solvent under reduced pressure carefully to prevent bumping
3. Allow concentrate to stand overnight in a sealed vial once cool. Oil will form separate
layer. 4. Use pasteur pipette to remove bottom oil layer (red-brown).
5. Weigh the isolated capsaicinoids oil.

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Qualitative test for Phenolic Group

1. FeCl3 Test

1.Place 5 drops of sample in 10 drops of dichloromethane.


2. Add 3-5 drops of 1% Ferric Chloride in dichloromethane.
3. Add a drop of Pyridine and stir.
4. A red, blue, green, or purple color is a positive test for the presence of phenolic

group. 2. Br2/CCl4 Test

1. Place 5 drops of sample into a test tube and add 3 drops of


Br2/CCl4. 2. Note the results.
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Activity No. 15
Soxhlet Extraction of Capsaicinoids from Hot Pepper

Name:_____________________ Date Performed:_______________ Year and

Course:_____________ Date Submitted:_______________

Weight of Hot Pepper:________________


Weight of Oil:______________________
Percentage of Oil:___________________

Qualitative test for Capsaicinoids


Test Observation

Ferric chloride test

Br2/CCl4 test

V. Questions.

1. Draw the structures of the 5 major capsaicinoid components of hot

pepper. 2. Show the reaction of FeCl3 with the phenolic group of a

capsaicinoid.

77
Activity No. 16
Solubility of Organic Compounds
I. Objectives

1. To explore the relative solubility of organic compounds in a particular solvent.


2. To understand the relative solubility of organic compounds in various solvents.
3. To determine the functional group of an unknown organic compound.

II. Introduction

The solubility of a solute (a dissolved substance) in a solvent (the dissolving medium) is the
most important chemical principle underlying three major techniques you will study in the
organic chemistry laboratory: crystallization, extraction, and chromatography. In this experiment
on solubility you will gain an understanding of the structural features of a substance that
determine its solubility in various solvents. This understanding will help you predict solubility
behavior and understand the techniques that are based on this property.

Five common reagents are used for solubility tests: (1) water, (2) 5% NaOH, (3) 5% NaHCO3,
(4) 5% HCl, and (5) concentrated (96%) H2SO4. Except in the case of water, solubility
experiments probe the acid-base properties of organic compounds. If a compound is an acid, you
can obtain a relative measure of its acid strength by testing it against the weak base sodium
bicarbonate and the stronger base sodium hydroxide. Naturally, any organic compound that is
soluble in water is also likely to be soluble in 0.6 M NaHCO3, 1.5 M HCl, and 2.5 M NaOH
solutions because these solutions are composed largely of water.

III. Materials/Reagents

(5) 10-mL Test tubes


(2) 250-mL beaker
(1) Test tube rack
(2) 250-mL beaker
(1) hot plate
Unknown organic compound

IV. Procedure

General Procedure

Place approximately 1 mL of the test solvent into a small test tube. Add 3 drops of the liquid (or
a few crystals of the solid) test substance to the solvent. Stir by gently tapping the test tube with
your finger. Determine if the small amount of compound immediately dissolves (if not you may
need to stir some more, wait a few minutes or use very gentle heating. If the small amount of
sample does not dissolve, the compound is insoluble in that solvent. If the small sample does
dissolve, add several more drops of liquid (or crystals of solid) to determine whether the

78
compound is very soluble or slightly soluble. Record your observations and determination of
solubility (I – insoluble, SS – slightly soluble, VS – very soluble) in the data table.

Properly dispose of the solution. Dispose of all aqueous solution in the Aqueous Waste
Container. Leftover organic compounds should be disposed of in either Halogenated or Non
Halogenated Organic Waste container.

A. Solubility of Alcohols
1.Take 1 mL of distilled water and add 3 drops of Methanol. Note the result. 2. Repeat the
experiment using other alcohols, Ethanol, Propanol, 1-Butanol, and tert-Butyl Alcohol
3. In another test tube, add 1mL of Hexane and add 3 drops of Methanol. Note the result. 4.
Repeat the experiment using other alcohols: Ethanol, Propanol, 1-Butanol, and tert-Butyl
Alcohol

B. Solubility of Various Organic Compounds in Different Solvents.

1.Solubility of Glacial Acetic Acid


a. Perform the water test first on all compounds. If the compound is soluble in water, test the
aqueous solution with red litmus and blue litmus paper. Use a stirring rod to place 1 drop of the
solution onto the litmus paper. Do NOT perform litmus tests on compounds that are NOT soluble
in water.
b. Take 1 mL of distilled water and add 3 drops of glacial acetic acid. Note the result c. Repeat
the experiment using, the other solvents: 2.5 M NaOH, 0.6 M NaHCO3, 1.5 M HCl,
Concentrated H2SO4.

2. Solubility of Benzoic Acid


a. Take 1 mL of distilled water and add a pinch of Benzoic acid. Note the result b. Repeat the
experiment using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.

3. Solubility of Phenol
a. Take 1 mL of distilled water and add a pinch of Phenol. Note the result b. Repeat the
experiment using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.

4. Solubility of Ethyl acetate


a. Take 1 mL of distilled water and add 3 drops of Ethyl acetate. Note the result. b. Repeat the
experiments using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.

5. Solubility of Hexane
a. Take 1 mL of distilled water and add 3 drops of Hexane. Note the result b. Repeat the
experiments using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.

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6. Solubility of Benzaldehyde
a. Take 1 mL of distilled water and add 3 drops of Benzaldehyde. Note the result b. Repeat the
experiments using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.

C. Determination of the functional class of an unknown organic compound. a.Take 1 mL of


distilled water and add 3 drops of an unknown compound. Note the result. b. Repeat the
experiments using other solvents: 5% M NaOH, 5% M NaHCO3, 5% M HCl, Concentrated
H2SO4. Note the results.
c. Identify the functional class of your unknown

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