Fundamental Principles of Organic Chemistry_PreMed-1

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FUNDAMENTALS OF

ORGANIC CHEMISTRY

PUNJAB BOARD
NOTES

Fundamental Principles
Of Organic Chemistry
Introduction He synthesized organic compound from
inorganic compound in the laboratory
Organic chemistry is the chemistry of and vital force theory was rejected.
carbon compounds. Most of the organic
compounds also contain hydrogen and
Modern Definition of Organic
many compounds also contain oxygen and
Chemistry
other elements. There are few compound
which contain carbon but they are not “The branch of chemistry which deals with
organic compounds. e.g., CO, CO> metal the study of hydrocarbons and their
carbonates, bicarbonates, cyanide, and derivatives is called organic chemistry.”
carbides.
Early chemists believed that the Since the synthesis of urea from
compounds which are obtained from living ammonium cyanate, millions of organic
things (animals and plants) are called compounds have been prepared and
organic compound and which are analyzed. All these compounds contain
obtained from minerals are called organic carbon as an essential element. Apart from
compounds. carbon, most of the organic compounds
also contain hydrogen. Other elements
Synthesis of First Organic which may also be present include oxygen,
Compound in The Laboratory nitrogen, sulphur , etc. A few of the carbon
compounds such as CO, CO., carbonates,
For more than 200 years, chemist divided bicarbonates, etc. are studied as organic
materials into two categories. Those compounds. It also has been recognized
compounds which were isolated from that the chemical forces in organic
animal and plants were called organic compounds are similar to those, which
compounds. At one time, chemists exist, in organic compounds. Thus it
believed that organic compounds require a was felt that organic chemistry should be
vital force for their synthesis which is only redefined. According to the modern
present in animals and plants. This theory definition, organic chemistry is the branch
was called vital force theory. This theory of chemistry which deals with the study of
was rejected by friedrich Wohler when he hydrocarbons and their derivatives.
obtained urea accidentally. Friedrich
Wohler was interested in the chemistry of
cyanate compounds which contain Some Features of Organic
OCN-. In 1828, he tried to synthesize Comporunds
ammonium cyanate from silver cyanate
and ammonium chloride. What he Following are some features of organic
expected can be described by the compounds
following equation. (1) Peculiar Nature of Carbon
AgOCN + NH₄Cl AgCl + NH₄OCN Carbon forms a large number of
compounds. There are millions of organic
The product had isolated from this reaction compounds known at present. The main
was white crystalline solid identical to urea reason for such a large number of
which could be isolated from urine. compounds is its unique properly of linking
Actually ammonium cyanate on heating with other carbon atoms to form long
changed to urea. chains or rings. This self-linking property of
NH₂ carbon is called catenation. Carbon
NH₄OCN O=C also forms stable single and multiple
NH₂ bonds with other atoms like oxygen,
nitrogen and sulphur etc. It can thus form
Ammonium cyanate Urea(organic) numerous compounds of various sizes,
shapes and structures.
PUNJAB BOARD
NOTES

(2) Non-ionic Character of Organic Importance of Organic Chemistry


Compounds

Organic compounds are generally Organic chemistry has a variety of


covalent compounds, therefore, do not applications in our lives and too much
give ionic reactions. important. A few areas are highlighted
here
(3) Similarity in Behaviour
All chemical reactions that take place
in animals and plants involve life
Organic compounds are classified
molecules like proteins,
according to their functional groups. The
carbohydrates, enzymes, lipids,
compounds which contain same type of
vitamins, fats and oils, nucleic acids.
functional group have same properties.
This property is called homologous series.
We are dependent upon the organic
This similarity in behaviour has
compounds in food, clothing and
reduced the study of millions of
medicines.
compounds to only a few homologous
series.
Chemists synthesize plastic, rubber,
detergents, medicines, paints,
(4) Complexity of Organic Compounds varnishes, fertilizers, artificial fibers,
pesticides, cosmetics, soap, cement,
Organic molecules are usually large and dyes etc.
structurally more complex. For example,
starch has the formula (C₆H₁₀O₅)ₙ where n
may be several thousands. Proteins are
very complex molecules having molecular
masses ranging from a few thousands
to a millions.

(5) Isomerism

Isomerism is a very common phenomenon


in organic compounds. Very often
more than one compounds are
represented by the same molecular
formula. However, they have different
structural formulas.

(6) Rates of Organic Reactions

The reactions involving organic


compounds are slow and in general the
yields are low. The slowness of the organic
reactions is due to the molecular nature
of organic compounds.

(7) Solubility

Most organic compounds are soluble in


water and dissolve readily non-polar
organic solvents, such as, benzene,
petroleum, ether etc.

PUNJAB BOARD
NOTES

Sources of Organic
Compounds
Initially organic compounds were Types of Coal
obtained only from animals and plants.
Coal is usually classified on the basis of
Now a days petroleum, coal and natural
percentage of carbon contents present in
gas are the major sources of organic
it. Carbon contents in different coals are
compounds. Petroleum, coal and natural
as follows
gas are called fossil fuels and are formed,
by the decay of animals and plants over a
(1) Peat (59.9%)
long period of time.

(2) Lignite (60 — 70%)


(1) Animals and Plants
(3) Bituminous coal (79%)
There are so many compounds which are
obtained from animals and plants. e.g., (4) Anthracite (91%)
proteins, carbohydrates, fats, oils,
enzymes, honey, urea, vitamins, dyes, Destructive Distillation of Coal
drugs etc. (Carbonization)

(2) Coal Coal is fuel as well as a source of many


organic compounds. Organic compounds
from coal are obtained by destructive
Coal is one of the mankind’s primary
distillation or carbonization.
energy source. Now a days it is a source of
many organic compounds as well.
“The thermal decomposition of coal in the
absence of air at high temperature
Formation of Coal
(500-1000°C) is called carbonization.”

It is believed that coal is formed from In the absence of air, at high temperature
vegetable matter (plants) and rocks. coal changes to coke, coal gas and coal
About 500 million year ago, under high tar. Coal tar contains larger number of
temperature and pressure and due to organic compounds (mostly aromatic)
some bacterial decomposition, the which are separated from each other by
vegetative material changed to peat. Peat fractional distillation.
is decomposed organic matter. Then, as a
result of high temperature and high Composition of Coal Tar
pressure inside the earth’s crust,
peat gets transfer into different forms of Coal tar is liquid component of coal. It
coal. contains 215 aromatic organic
Bacterial acid compounds. It is subjected to fractional
Wood peat distillation to get the following products
Chemical action
(i) Light oil (150 — 200°C)
(Dead plants)
(i) Middle oil (200 — 250°C)
High temperature
peat lignite (iii) Heavy oil (250 — 300°C)
High pressure
(iv) Anthracite o1l (300 — 350°C)
High pressure
lignite Bituminous coal

High pressure
Bituminous coal Anthracite
PUNJAB BOARD
NOTES

Future of Coal in Pakistan


(4) Petroleum

The total coal resources of Pakistan are The word “petroleum” means “oil of rocks
estimated by the geological survey of Crude petroleum is black or greenish
Pakistan to be 184 billion tones. About black in color. It is a mixture of many
80% of this coal 1s used to bake bricks, in hydrocarbons from C; to Cs. Petroleum is
lime kilns, and some quantity is used for also a fossil fuel and called “rock oil” or
domestic purposes. “crude oil” or “mineral 0il”.
Sincere efforts are being made by the
government to induct coal into industry
Fractional Distillation of Petroleum
by setting up coal based power units. The
Sindh coal Authority and the directorates “Fractional distillation is a method used to
of Mineral Development of the Punjab, separate components of a mixture on
Baluchistan and NWFP are all keen to the basis of difference in their boiling
expand coal utilization in power points.”
generation for which many incentives
have been given. The fractions of the petroleum, their
boiling point ranges and uses are given
(3) Natural Gas below in the table

Natural gas is a mixture of low boiling


hydrocarbons. Major portion of the
natural gas 18 methane (80-85%), 8—10%
is ethane and rest of propane and butene,
ethene etc.

Natural gas is also formed by the


decomposition of organic matter under
high pressure.

Natural gas is an important energy source


in Pakistan. In Pakistan, natural gas is a
cheaper source of energy and used in
cement industries, fertilizer industries,
thermal power stations and domestic
purposes.

PUNJAB BOARD
NOTES

Table — Principal Fractions Obtained from Petroleum

No. of carbon
Boiling point
atoms in the Name of the fraction and principal uses
range °C
fraction
Natural gas
Below 20 C₁ - C₄ As fuel for heating and cooking. Raw materials for
other chemicals.

Petroleum ether
20-60 C₅ - C₆
As a nonpolar solvent and cleansing fluid.

Ligroin or light naphtha


60-100 C₆ - C₇
As a non-polar solvent and cleansing fluid.

Gasoline or petrol
40-200 C₅ - C₁₀
Fuel for vehicles.
Kerosene
175-325 C₁₁ - C₁₂
Used for domestic purposes, jet fuel.
Nonvolatile Lubrication oil
C₁₈ and up
liquids Used for lubrications
Nonvolatile
Paraffin
solids M.P C₂₃ - C₂₉
Wax products like candles, polishes.
50-60°C

Asphalt or petroleum coke


Solids Residues
Roofing, paving, fuel, reducing agent.

Oil Refineries in Pakistan

At present, four oil refineries are in


operation m our country. One oil refinery
known as Attack Oil refinery is located at
Morgah near Rawalpindi. It has about 1.25
million tones oil refining capacity.
Similarly two oil refineries have been
established at Karachi National Oil
Refinery and Pakistan O1l Refinery which
have about 2.13 million tones of oil refining
capacity. Another refinery known as Pak
Arab refinery is located at Mahmud Kot
near Multan.

PUNJAB BOARD
NOTES

Cracking
“Thermal decomposition of hvdrocarbons Through cracking process, octane
in the absence of air is called cracking.” number of gasoline is increased and it is
called re-forming process.
This is the process in which C-C bonds in
long chain alkane molecules are Types of Cracking
broken, producing smaller molecules of
both alkanes and alkenes. The (1) Thermal Cracking
composition of the products depends on
the condition under which the cracking Breaking down of large molecules by
takes place. heating at high temperature and pressure
is called thermal cracking. It is
For example, by cracking of natural gas, particularly useful in the production of
hydrogen gas is produced. unsaturated
Heat hydrocarbons such as ethene and
(i) CH₄ C + 2H₂ propene.
1200-1600°c
(2) Catalytic Cracking
(ii) 2CH₃ - CH₂ - CH₃ CH₃ -
CH = CH₂ + CH₂ = CH₂ + CH₄ + H₂ Higher hydrocarbons can be cracked at
lower temperature (500°C) and lower
A higher hydrocarbon C₁₆H₃₄ splits up as pressure (2 atm), in the presence of a
Heat suitable catalyst. A typical catalyst used
(iii) C₁₆H₃₄ C₇H₁₆ + CH₂ = CH₂ + CH₃ for this purpose 1s a mixture of silica (SiO₂)
700°c and alumina AL₂O₃ Catalytic cracking
- CH = CH₂ produces gasoline of higher octane
number and, therefore, this method 1s
(Such reactions cannot be balanced used for obtaining better quality gasoline.
because products are not fixed)
(3) Steam Cracking
Significance of Cracking
In this process, higher hydrocarbons in
the vapours phase are mixed with steam,
(1)With the help of cracking process,
heated for a short duration to about
industrially, hydrogen gas is produced in
900°C and cooled rapidly. The process is
our country to manufacture vegetable
suitable for obtaining lower unsaturated
ghee.
hydrocarbons.
(2)Fractional distillation of petroleum
yields only 20% gasoline. Due to its
greater demand, deficiency of gasoline is
recovered by converting higher
hydrocarbon such as kerosene to gasoline
by cracking process. In other words, yield
of gasoline is increased by cracking.

(3)With the help of cracking process large


amount of useful by-products such as
ethane, propene, butene, benzene etc.,
are obtained. These by products are used
for the manufacture of drugs, plastics,
detergents, synthetic fiber, fertilizers,
pesticides, weed killers and important
industrial and laboratory chemicals like
ethanol, acetone and phenol.

PUNJAB BOARD
NOTES

Reforming of
Petroleum
“The process to increase the octane number How to Improve Octane Number?
by conversion of straight-chain alkanes into
(1) By adding anti-knocking agent
branched chain alkenes is called reforming of
(2) Reforming
petroleum.”
(3) Hydroforming
(4) Isomerization
The octane number of any fuel is the
Regular gasoline has octane number 74. It
percentage by volume of iso-octane in a
is used in cars and buses. Octane number
mixture of iso-octane and n-heptane.
of 2, 2, 3 trimethyl butane is 124. It is
superior to iso-octane,
The octane number of n-heptane is zero, it
is a bad fuel while that of iso-octane is 100.
The mixture that contains the ratio of iso-
octane and n-heptane as 8 2 have octane
number 80. Gasoline having low octane
number have greater knocking and vice
versa.
“Knocking is a sharp metallic sound
produced in the internal combustion engine.”
In reforming process, gasoline is heated to a
temperature of about 100°C for a very short
time, in the presence of aluminium chloride,
AlCl3; or platinum catalyst. The high pressure
is maintained in such a way that molecules do
not crack but are reformed by isomerization.
The purpose of reforming is to increase the
octane numbers. For example, n-octane can
be converted into iso-octane as follows

Catalyst
100 °C
CH₃ CH₃
CH₃ - ( CH₂ )₆ - CH₃
CH₃ - C - CH₂ - CH - CH₃

CH₃
n-octane 2,2,4-trimethyl
octane number = 0 pentane( iso-octane)
octane number = 100

The octane number of a poor fuel can also be


improved by blending it with a small amount
of additive like tetraehtyl lead (TEL).
Tetraethyl lead (C₂H₅)₄Pb, is an efficient
antiknock agent but has one serious
disadvantage; its combustion product, lead
oxide, is reduced to metallic lead which is
discharged into the air through the exhaust
pipe and causes air pollution.

PUNJAB BOARD
NOTES

Classification of
Organic Compounds
There are millions of organic confounds. It is (ii) Branched Chain Compounds;
not possible to study each individual
compound to facilitate their study. Organic CH₃-CH-CH₃ CH₃
compounds are classified into various groups
and sub-groups. Organic compounds are CH₃ CH₃- C - CH₃
classified into following groups. 2- Methylpropane
( iso-Butane) CH₃
Organic compunds 2,2 Dimethylpropane
(neo-pentane)

Open chain or Closed chain or


Acyclic or aliphatic cyclic (2) Closed chain or Cyclic Compound
Compounds Compunds

The compounds which contain one or


Straight Branched Homocyclic or Homocyclic or
chain chain carbocyclic carbocyclic more closed ring of carbon atoms or
compounds compounds compounds compounds atoms of carbon and one or more other
element (N, S or O) are called cyclic
compounds.
Alicyclic Aromatic
Compound Compound

CH₃
Benzene Fused ring
and aromatic
Derivates compound

Benzene Toluene
(1)Open Chain or Acyclic or
Aliphatic Compounds

“Organic compounds with open chain of


carbon atoms are called open chain or
acyclic or aliphatic compounds.”
There are two types of organic compounds N
Open chain and closed chain compounds.
Open chain compounds are of two
types straight chain and branched chain Pyridine Cyclohexane
compounds.

Cyclic compounds are of two types


(i) Straight Chain Compounds
(a) Homocyclic or carbocyclic compounds
(b) Heterocyelic compounds
CH₂ - CH₂ - CH₂- CH₃ H₂C=CH-CH₂-CH₃
Butane 1-Butene

CH₃-CH₂-CH₂-CH₂-OH
1-Butanol

PUNJAB BOARD

7
NOTES

Aromatic compounds are further


(a) Homocyclic or Carbocyclic
classified as
Compounds
Single ring compounda or benzene
“Organic compounds with closed ring of
derivatives
carbon atoms are called homocyclic or
Fused ring aromatic compounds
carbocyclic compounds.’’

CH₃ Benzene and its derivatives


The compounds which contain benzene
ring with some functional group are
called derivative of benzene. e.g.
CHO OH

Benzene Toluene Cyclohexane

Homocyclic compounds are of two types

(i) Aromatic Compounds


The carbocyclic compounds which Benzaldehyde Phenol
contain at least one benzene ring (six
carbon atoms with alternate double and COOH
NH₂
single bonds) are called aromatic H
compounds. e.g.

H—C C—H
or
Aniline Benzoic acid
H—C C—H

Fused ring compounds


C
The aromatic compounds may have a The compounds which contain more than

one benzene rings fused together are


H
side-chain or a functional group
attached to the ring. For example called fused ring compounds.

CH₃ OH CHO NO₂

Naphthalene

Toluene Phenol Benzaldehyde Nitro


benzene
(ii) Alicyclic Compounds
“The homocyclic compounds which
Anthracene
contain a ring of three or more carbon
atoms and resembling aliphatic
(a) Heterocyclic Compounds
compounds are called alicyclic
compounds.” “The compounds in which the ring
consists of atoms of more than one kind
The saturated alicyclic hydrocarbons have are called heterocyclic compounds or
the general formula CₙH₂ₙ . Typical heterocyclic.” In heterocyclic compounds,
alicyclic compounds are given below. generally one or more atoms of elements
CH₂ such as nitrogen (N), oxygen (O) or
CH₂ CH₂
sulphur (S) are present. The atom other
CH₂ H₂C-CH₂ H₂C-CH CH₂-CH than carbon present in the ring is called a
CH₂-CH₂
hetero atom.
H₂C-CH₂ H₂C-CH CH₂-CH
H₂C-CH₂ CH₂-CH₂
cyclopropane cyclobutane
cyclopentane
CH₂ CH₂ cyclo
cyclo-hexane hexene
PUNJAB BOARD

8
NOTES

Hydrocarbons
“The compounds which contain carbon Alkyl Radicals
and hydrogen are called hydrocarbons.”
“A group of atoms formed when a
Hydrocarbons may be aliphatic, alicyclic hydrogen atom is removed from an
or aromatic. alkane is called alkyl radical.
It is represented by a symbol “R” and the
Alkanes (aliphatic hydrocarbons) general formula CₙH₂ₙ₊₁. It is a portion of
molecule and has no independent
The aliphatic hydrocarbons in which existence. The group is named by
carbon atoms are joined by single replacing the “ane” of alkane by “yl”.
covalent bonds only. The compounds in
which carbon atoms are joined by single
covalent bonds are called saturated Table — Alkane and Alkyl group
hydrocarbons.
All alkanes are saturated hydrocarbons
e.g., methane, ethane, propane etc. The Alkyl
Alkane Formula Formula
group
general formula of saturated
hydrocarbons is CₙH₂ₙ₊₂ Where n is the
number of carbon atoms in alkanes.
Methane CH₄ Methyl CH₃-
The term alkane can be split up into two
parts.

Ethane C₂H₆ Ethyl C₂H₅-


Alk-This is the general term for meth, eth,
prop, but, pent. This indicates the number
of carbon atoms in the alkane or alkyl Propane C₃H₈ Propyl C₃H₇-
group.
-ane indicates that hydrocarbon is
saturated.
Butane C₄H₁₀ Butyl C₄H₉-

Structure of some alkyl radicals

Alkane Alkyl
H
CH₄ Methane H- C - or CH₃
H
Methyl

CH₃ - CH₃ CH₃-CH₂-


Ethane ethyl

CH₃ - CH₂ - CH₃ CH₃-CH₂-CH₂- CH₃-CH-CH₃


Propane n-propyl Iso-propyl

CH₃ - CH₂ - CH₂- CH₃ CH₃-CH₂-CH₂-CH₂-


CH₂-CH-CH₃-CH₃
n-butane n-butyl
sec-butyl

CH₃ CH₃
CH₃
CH₃-CH-CH₃ CH₃- C -
CH₃- CH - CH₂ -
Iso-butane CH₃
Iso-butyl
ter-butyl

CH₃ CH₃
CH₃-CH-CH₃ CH₃- C - CH₂ -
CH₃ CH₃
Neo-butane Neo-pentyl
PUNJAB BOARD

9
NOTES

Alkane Formula Alkane Formula

Methane CH₄ Hexane C₆H₁₄

Ethane C₂H₆ Heptane C₇H₁₆

Propane C₃H₈ Octane C₈H₁₈

Butane C₄H₁₀ Nonane C₉H₂₀

Pentane C₅H₁₂ Decane C₁₀H₂₂

Ecosane C₂₀H₄₂ Hectane C₁₀₀H₂₀₂

Alkane Formula Alkyl group Formula

Methane CH₄ Methyl CH₃-

Ethane C₂H₆ Ethyl C₂H₅-

Propane C₃H₈ Propyl C₃H₇-

Butane C₄H₁₀ Butyl C₄H₉-

Alkane Alkyl

CH₄ (Methane) CH₃—

Ethane C₂H₅-

Propane C₃H₇-

Butane C₄H₉-

PUNJAB BOARD

9
NOTES

Functional Group
CH₃-
CH₂-
“An atom or a group of atoms or a double Amine NH₂ amine NH₂
bond or a triple bond which confers Ethyl
characteristic properties to an organic amine

compounds is called a functional group,


because they are chemically functional H
parts of molecules.” CH=N

Imine NH imine H
The compounds which have same Methyl
imine
functional group in them, have same
chemical properties. There are about six
millions of organic compounds but there CH₃- o
are very few functional groups. e.g., —OH Ether C -O-C ether - CH₃
O Dimethyl
ether

alcohol,-C-OH carboxylic acid,-NH₂, amine,


O O

-C-H aldehyde, etc. O


Aldehyde -al CH₃- C
-C-H -H
A list of functional groups and their Ethanal
associated types of compounds are given
below. This list is not comprehensive,
functional groups are usually written as O o
CH₃- C
suffix after the name of root or as prefix Ketone -one - CH₃
(before the name). R-C- (Dimethyl
ketone)
R 2-Propanone

Structure Example
Suffix
Type of of (common
or CH
compound functional
prefix name Carboxy O 3COOH
group in bracket) -oic Ethanoic
-lic acid
Acid acid
C-OH (Acetic
acid)

CH₃-CH₃
Alkane C-C -ane
Ethane o
o -oyl CH₃-C -Cl
Acid
Halide
halid Ethanoyl
Chloride

CH₂ CH₂ -C-X e (Acetyl


chloride)

Alkene -C=C- -ene Ethene

o
O CH₃-C-
Acidami -ami NH₂
Ethanami
HC CH -ne -C- de de
Alkyne -C C- -yne (Acetamid
Ethyne NH₂ e)

Halo O
Alkyl (chloro CH₃ CL o
-X Chloro Ester -oate
halide ,bromo methane -C- CH₃-C-
OC₂H₅
,iodo) OR

O O
CH₃ OH
Alcohol -OH -ol Acid O O -oic CH₃-C-O-C-
Methanol Anhydri anhy CH₃
Ethanoic
-de -C-O-C-
dride
Anhydride
(Acetic

PUNJAB BOARD Anhydride)

10
NOTES

(2) Alkynes (- C=C-)


CH₃-SH
methanet
hiol
“The hydrocarbon in which triple bond is
Thio
(methane present between two carbon atoms are
alcohol -SH -thiol thio
or Thiol alcohol) called alkynes. ” The general formula of
(Methyl
perceptan alkyne is CₙH₂ₙ-₂
)

CH₃- C
≡ N Formula
Common
name
IUPAC name
Cyanom
Alkyl ethane


(methyl
cyanide
or alkyl
-C N cyano cyanide)

≡ CH
(Ethane
nitrile nitrile) HC Acetylene Ethyne
IUPAC
name


HC C-CH₃
Methyl
acetylene
Propyne

O CH₃-CH₂-
Nitroalk NO₂
ane
Nitro Nitro Dimethyl
-N O ethane CH₃ - C ≡C - CH₃ 2-butyne
acetylene

(3) Alkyl Halides (R — X)

Some Derivatives “If hydrogen atom of hydrocarbon is

Of Hydrocarbons replaced by halogen atom, it is called alkyl


halides. ” The general formula of alkyl
halides is CₙH₂ₙ₊₁ , e.g;
“The study of hydrocarbons and their
derivatives is called organic chemistry.”

Common
Definition and examples of some Formula IUPAC name
name
derivatives are given below

(1) Alkenes (> C=C <)


Methyl
The hydrocarbon in which double bond is CH₃-Cl chloride
Chloromethane

present between two carbon atoms. It is


called alkene. Alkenes have general
Ethyl
formula CₙH₂ₙ,. e.g., C₂H₅-Cl chloride
Chloroethane

Br
Common IUPAC iso-propyl
Formula name
Radical bromide
2-bromopropane
name CH₃ - CH - CH₃

CH₂ = CH-
CH₂ =CH₂ Ethylene Ethene
Vincyl

CH₂ =CH-CH₂
CH₂ = CH- CH₃ propylene Propene
Allyl

CH₂ = CH - 1- CH₂=CH-CH₂-
CH₂- CH₃ Butylene Butene CH₂-Butenyl

CH₃-CH=CH- 2- CH₃-CH=CH-
Butylene Butene CH₂-Crotyl
CH₃

PUNJAB BOARD

11
NOTES

(4) Alcohol (R — OH)


“If hydrogen atom of hydrocarbon is Common
Formula Radical
replaced by hydroxyl group (—OH), it is name

called an alcohol.” The general formula of


monohydric alcohol (having one —OH
group) CₙH₂ₙ₊₁ OH
Dimethyl Methoxy
CH₃-O-CH₃
ether methane

Common
Formula name
Radical Diethyl
C₂H₅-O-C₂H₅ ether
Ethoxyethane

Ethyl-
Methyl CH₃-O-C₂H₅ methyl Methoxyethane
CH₃OH alcohol
Methanol ether

Ethyl n-
Ethyl C₂H₅-O-CH₂-
C₂H₅OH alcohol
Ethanol CH₂-CH₃
propyl Ethoxy-propane
ether

n-propyl o
CH₃-CH₂-CH₂-OH
alcohol
1 -propanol
(7) Aldehyde (R — C — H)

(5) Amines (R — NH) If hydrogen atom of hydrocarbon is


replaced by aldehydic group (-CHO), it 1s
called aldehyde. Systematic names are
If hydrogen atom of hydrocarbon is
obtained by replacing suffix “e” of the
replaced by amino group, it is called
alkane by
amine. The general formula of primary
“al”. e.g.,
amine is CₙH₂ₙ₊₁NH₂.

Common
Formula name
Radical
Common
Formula name
Radical

Formalde
Methyl HCHO hyde
Methanal
CH₃-NH₂ amine
Aminomethane

Acetaldehy
CH₃-CHO de
Ethanal
Ethyl
C₂H₅-NH₂ amine
Aminoethane

Propinoal
CH₃-CH₂-CHO Propanal
n-propyl delyde
CH₃-CH₂-CH₂-NH₂ l-aminopropane
amine

(6) Ether (R- 0 -R)

“If oxygen atom is attached with two


similar or dissimilar alkyl or aryl group, it
is called ether.” e.g.,

PUNJAB BOARD

12
NOTES

o (10) Thiols or Thioalcohol or


(8) Ketone (R- C - R) Mercaptans

“The carbonyl compound, > C = O, in which “If hydrogen atom of alkane is replaced by
two valencies of carbon are satisfied by the SH group, it is called thiols or
two alkyl group are called ketones.” mercaptans.” Systematic names are
Systematic names are obtained by obtained by adding suffix “thio” with the
replacing suffix “e” of the alkane by “one”. name of alkane.
e.g., General formula of ketone is R - CO -R.

Common
Formula name
Radical
Common
Formula name
Radical

Methyl
mercaptan
O or Methyl
Dimethyl CH₃-SH thioalcohol Methane thiol
ketone
2-propanone
CH₃-C-CH₃

O
Ethyl- Ethyl
methyl 2-butanone mercaptan
CH₃-C-CH₂- CH₃ ketone
CH₃-CH₂-SH or Ethyl
Ethane thiol
thioalcohol

O
Diethyl
CH₃-CH₂-C-CH₂- ketone
3-pentanone
CH₃

O
(9) Carboxylic Acids (R - C -OH)
“The carbonyl compound > C = O in which
one valency of carbon is satisfied by
—OH and other valency is satisfied by alkyl
or hydrogen atom is called carboxylic
acid.” Systematic names are obtained by
replacing “e” of the alkane by suffix “- oic
acid”. e.g.,

Common
Formula name
Radical

Formic Methanoic
HCOOH acid acid

Acetic
CH₃COOH Ethanoic acid
acid

Propionic Propanoic
CH₃CH₂COOH
acid acid

PUNJAB BOARD

13
NOTES

Hybridization Of Orbitals
& The Shape Of Molecules
Although the most stable electronic One s-orbitals and three p-orbital
configuration of a carbon atom (having intermix to four new orbitals.
two partially filled 2p-orbitals) requires it to
be divalent, carbon is tetravalent in the
majority of its compounds. In order to
explain this apparent anomaly, it is
assumed that an electron from the 2s-
orbital is promoted to an empty 2pz
orbital, giving the electronic configuration.

Ground state electronic


1s², 2s², 2px¹, spy¹, 2pz⁰
configuration of carbon

Excited state electronic


1s², 2s¹, 2px¹, 2py¹, 2pz¹
configuration of carbon

The excited state configuration can


explain the tetravalency of carbon but All these sp³ -hybrid orbitals are
these four valencies will not be equivalent. degenerate (having equal energy) and
Orbital hybridization theory has been are directed at an angle of 109.5° in
developed to explain the equivalent space to give a tetrahedral geometry.
tetravalency of carbon. When a carbon atom forms single
According to this theory, four atomic bonds with other atoms, these hybrid
orbitals of carbon belonging to valence overlap with the orbitals of others
shell may be mixed in different ways to atoms to form four sigma bonds. This
explain the bonding and shapes of type of hybridization explains the
molecules formed by carbon atoms. bonding and shapes of all those
compounds in which carbon atom is
sp³ Hybridization saturated.

“The process of mixing of one s-orbital and


three p-orbitals of same shell to form Structure of Methane CH₄
four new equivalent orbital with same
energy and shape is called sp³-
In the formation of methane, the four
hybridization.”
hybrid atomic orbitals of carbon overlap
All the carbon atoms which are attached
separately with four 1s atomic orbitals of
with four atoms are sp³ -hybridized. The
hydrogen to form four equivalent C-H
electronic configuration of carbon in
bonds.
ground state and excited is given below
The shape of methane thus formed is
tetrahedral. All the four hydrogen
atoms do not lie in the same plane.
Ground state electronic
1s², 2s², 2px¹, spy¹, 2pz⁰ Electron density is between two nuclei
configuration of carbon
in case of sigma bonds.

Excited state electronic


1s², 2s¹, 2px¹, 2py¹, 2pz¹
configuration of carbon

PUNJAB BOARD

14
NOTES

Figure, after promotion of electron,


Structure of Ethane orbitals are hybridized 2-formation of
(CH₃ — CH₃ ) CH₄ releases 2068 kJ/mol of energy.
These three steps occur simultaneously
In case of ethane, each carbon is sp³- as bond is formed.
hybridized. Structure on each carbon is
tetrahedral and two tetrahedrons join
together. In ethane one sigma bond 1s sp² -HYBRIDIZATION
formed by the overlapping of sp³hybrid
orbital one carbon and sp³ -hybrid orbital “The process of mixing one s-orbital and
of other carbon atom. Six sigma bonds are two p-orbitals to get three new
present between carbon and hydrogen equivalent sp-hybrid orbitals is called sp³
atoms. In these bonds sp³-hybrid orbital of -hybridization.”
carbon overlap with partially filled s-orbital
of hydrogen atoms. The sp² -hybridization occurs when a
carbon atom in a molecule is attached to
three other atoms.
Carbon atoms of all saturated The structure of alkenes can be
hydrocarbons have sp³ -hybridization. All explained by sp² mode of hybridization.
the bond angles between H-C-H are 109.5°. In this type, one 2s and two 2p-orbitals
Tetravalent carbon atom is more stable are mixed together to give three
than divalent carbon atom, why? equivalent and coplanar sp² hybridized
orbitals.
In case of carbon when an electron is
promoted from 2s orbital to 2p orbital, Each sp² -hybrid orbital is directed from
same amount of energy is needed. For this the center of an equilateral triangle to its
purpose 406 kJ/mole⁻¹ energy is needed. three comers. The bond angle between
any two sp² -hybrid orbitals is 120°. The
C atom(ground state) 1s²,2s²,2px¹,2py¹,2pz⁰ unhybridized 2pz orbital will remain
C atom (promoted)1s²,2s¹,spx¹,2py¹,2pz¹ perpendicular to the triangle which is
formed.
After mixing of one 2s-orbital and three p-
orbitals, four new orbitals of equivalent
energy and shape are formed. In CH₄, Structure of Ethene
when four partially filled hybrid orbitals (CH₂ = CH₂)
overlap with s-orbital of hydrogen, some
In ethene, each carbon atom is attached
amount of energy is released and it
to two hydrogen atoms by single bonds
becomes stable.
and to another carbon atom by a double
When CH₄ molecules is formed, it is an
bond. Since each carbon is attached to
exothermic reaction and —2068 kJ/mol⁻¹ "
three other atoms, it uses sp² -orbitals
energy is released. The amount of energy
and an unhybridized p-orbital to form its
released is greater than the amount of
bonds. There are four C — H single
energy absorbed. So a tetravalent carbon
bonds. Each C — H bond is a 6 bond and
atom is expected to be more stable than
is formed by the overlap of sp² -
divalent carbon.
orbital from carbon and is orbital from
hydrogen. One of the two bonds in the
double bond is also a σ bond and forms
by the linear overlap of sp-orbitals, one
from each carbon atom.

PUNJAB BOARD
NOTES

The second bond in the double bond is a STRUCTURE OF ETHYNE (HC = CH)
π-bond which forms by the parallel
overlap of two unhybridized p-orbitals. In ethyne, each carbon atom is attached to
Ethene is a planar molecule. All bond one hydrogen atom by a single
angles are of 120°. Electron density in case covalent bond and to another carbon
of π-bond is above and below the bond atom by a triple bond. Since each carbon
axis. m-bonds is weaker bond than the is attached to two other atoms, it uses two
sigma. Due to this exposed π-bond, sp-hybrid orbitals and two unhybridized
alkanes are more reactive than σ-bond. 2p-orbitals. There are two C — H single
Alkenes are restricted bond and cannot be bonds and one carbon-carbon triple bond.
rotated and gave the idea of geometrical Each C — H bond is a σ -bond and is
isomers. formed by the overlap of sp-orbital from
carbon and Is orbital from hydrogen. One
sp-HYBRIDIZATION of the three bonds is a σ-bond and is
formed by the linear overlap of the
two sp-orbitals, one from each carbon. The
“The process of mixing of one s-orbital and other two bonds in the triple bond are
one p-orbital to form two new hybrid π-bonds and are formed due to the
orbitals of equivalent shape and energy is parallel overlap of the unhybridized p-
called sp-hybridization. orbitals on each carbon. Ethyne is a linear
Structure of alkynes can be explained molecule. The bond angle is of 180°.
with the help of sp-hybridization. The
hybridized orbitals have same energy The presence of a σ and two π -bonds
(degenerate). The orbitals have linear between two carbon atoms is responsible
shape with a bond angle of 180°. The two for shortening the bond distance.
unhybrid p-orbitals, 2py and 2px are
perpendicular to these sp-hybridized Molecular Formula
orbaitals.
“The formula which gives the actual
number of different atoms of elements in
a molecule is called molecular formula.”
e.g., CH₃ OH methanol, C₂H₅OH ethanol,
CH₃COOH acetic acid, C₄H₁₀ butane etc.

Structural Formula
The formula which describe the
arrangement of atoms of different
elements in a molecule is called structural
formula. e.g.,

Name of Molecular Structural


compound formula Formula

H H
Ethanol C₂H₅OH H-C-C-OH
H H

HHH
Propane C₃H₈ H-C-C-C-H
HHH

PUNJAB BOARD
NOTES

Isomerism
“The compounds which have same Isomers of Hexane (C₆H₁₀)
molecular formula but different
arrangement of atoms are called isomers
and phenomenon is called isomerism.” CH₃-CH₂-CH₂-CH₂-CH₂- CH₃
n-Hexane
Methane, ethane and propane have only
one arrangement of atoms and have no
phenomenon of Isomerism. Butane has
two isomers or two possible arrangements
CH₃
of atoms.
CH₃-CH₂-CH-CH₂- CH₃
Isomers of Butane (C₄H₁₀)
3-Methyl pentane (iso-hexane)

CH₃-CH₂-CH₂-CH₃ CH₃
n-Butane
CH₃-CH-CH₂-CH₂- CH₃
2-Methyl pentane
CH₃-CH-CH₃
CH₃ CH₃
CH₃
n-Butane
CH₃-CH-CH-CH₃
Isomers of Pentane (C₅H₁₂) 2-3-Dimethyl butane

CH₃
CH₃-CH₂-CH₂- CH₂- CH₃
n-Pentane CH₃-C-CH₂- CH₃

CH₃
CH₃ 2-2-Dimethyl butane (neo-hexane)

CH₃-CH-CH₂- CH₃ Isomers of C₄H₈


2-Methyl Butane
CH₃ CH₂ H CH₂

H₂C=CH-CH₂-CH₃ C=C C=C


1-butene
H H CH₃ H
Cis-2-butene Trans-2-butene

CH₃
CH₂ - CH₂
CH₃ CH
CH₂ - CH₂
CH₂-CH₂
Cyclo butane
CH₃-C-CH₃ Methyl cyclopropane

CH₃ “As the number of carbon atoms, in a


hydrocarbon increases, the number of
2,2 Dimethyl propane (neo-pentane) possible isomers increases very rapidly.
Butane has two, pentane has three and
hexane has five structural isomers. Decane
has 75 isomers and Eicosane has 366319
isomers. When the number of carbon
atoms increases to 30, the number of
possible isomers (geometrical and
PUNJAB BOARD structural) should be over four billions.
NOTES

TYPES OF ISOMERISM
CH₃-CH₂-CH=CL CH₃-CH=CH-CH₃
(1) Structural Isomerism 1-Butene 2-Butene
“The compounds which have same
molecular formula but different structural
formula are called structural isomers.”
(ili) Functional Group Isomerism
The structural isomers are not confined
only to hydrocarbons. This isomerism is “The compounds having the same
present In every functional group. The molecular formula but different functional
structural isomerism arises due to the groups are called functional group
difference of arrangement of carbon isomerism.” For example, there are two
atoms in a molecule. The structural compounds having the same molecular
isomers formula C₂H₆O, but different arrangement
have following four types of atoms.

(i) Chain Isomerism (Skeletal CH₃-O-CH₃ CH₃-CH₂-OH


Isomerism) Dimethyl ether Ethyl alcohol
“The compounds which have same
molecular formula but different length of Isomers of C₃H₆O
chain of carbon atoms, are called chain
isomers.” And this phenomenon is called CH₃-CH₂-CHO
chain isomerism. For example, pentane
Propanal (Propionaldehyde)
(C₅H₁₂) has three chain isomers.
It is also called “Skeletal Isomerism. O

CH₃-CH₂-CH₂-CH₂ CH₃ CH₃-C-CH₃


n-Pentane
Propanone (dimethyl ketone)
CH₃-CH-CH₂- CH₃ (iv) Metamerism
“This type of isomerism arises due to the
CH₃ unequal distribution of carbon atoms on
2-Methyl butane (iso-pentane) either side of the functional group.” Such
compounds belong to the same
CH₃ homologous series. For example, diethyl
ether and methylpropyl ether are
metamers.
CH₃-C-CH₃ CH₃-CH₂-O-CH₂- CH₃ CH₃-O-CH₂-CH₂- CH₃
Diethyl ether methyl n-propyl ether

CH₃ For a ketonic compound having the


molecular formula C₅H₁₀O , the following
2,2 Dimethyl propane (neo-pentane) two metamers are possible.
(ii) Positional Isomerism O O
“This type of isomerism arises due to the
difference in the position of the same CH₃-CH₂-C-CH₂- CH₃ CH₃-C-CH₂-CH₂- CH₃
functional group on the carbon chain.” The (Diethyl ketone) (Methyl n-propyl ketone)
arrangement of carbon atoms remains 3-pentanone 2-pentanone

the same. For example (V) Tautomerism


(a) Chloropropane can have two positional
This type of isomerism is due to shifting of
isomers given below
proton from one atom to the other in
CH₃-CH₂-CH₂-CL the same molecule.
1-Chloropropane
COOH COO-
CH₃-CH-CH₃
Cl R - C - NH₂ R - C - NH₃
2-Chloropropane H
H
(b) Butene (C₂H₈) can have two positional
isomers.
PUNJAB BOARD
NOTES

Similarly 2-pentene and 1-bromo-2-


(2) Stereo Isomerism
chloropropene also show cis-trans
“The compounds which have same isomerism.
molecular formula but different spatial
arrangement of atoms or groups are called
CH₃-CH₂ CH₃
stereo isomerism.”
There are two kinds of stereo isomerism C = C
(i) Geometrical isomerism
(ii) Optical isomerism
H H
(i) Geometrical Isomerism
Cis—2—pentene
The two carbon atoms joined by a single
bond are capable of free rotation. H CH₃
However, when two carbon atoms are
joined by a double bond, they cannot
rotate freely. Rotation about carbon- C = C
carbon double bond cannot occur without
breaking of pi-bonds. This lack of rotation
H₃CCH₂ H
about the double bond give rise to the
isomers in certain alkenes. The relative
position of various groups attached to Trans - 2 - pentene
double bonded atoms get fixed and give
rise to cis-trans isomerism. Br CL
“Such compounds which possess the same
structural formula but differ with
respect to the positions of the identical C = C
groups in space are called cis-trans
isomers and the phenomenon is known as H CH₃
the cis-trans or geometric isomerism.
The necessary and sufficient condition for
Cis
a compound to exhibit geometric
isomerism is that two groups attached to
the same carbon must be different.’’ Br CH₃

2-butene can exist in the form of


cis and trans isomers
C = C

H₃C CH₃ H Cl

Trans
C = C

H H I-bromo-2-chloropropene

C is—2-butene
In the cis-form, the similar groups lie on
the same side of the double bond
H CH₃ whereas in the trans-form, the similar
groups lie on the opposite sides of the
double bond. The rotation of two carbon
C = C
atoms joined by a double bond could
happen only if the pi-bond breaks. This
CH₃ H ordinarily costs too much energy, making
geometric isomers
Trans 2- butene possible.

PUNJAB BOARD
NOTES

Exercise
Fill in the blanks True or False

(i) Organic compounds having same (i) There are three possible isomers for
molecular formula but different are pentane.
structures called isomers. True

(ii) The state of hydridization of carbon (i) Alkynes do not show the phenomenon
atom in ethene is sp². of cis-trans isomerism.
True
(iii) Alkenes show geometrical isomerism
due to restricted rotation around a carbon- (iii) Organic compounds cannot be
carbon double bond. synthesized from inorganic compounds.
False
(iv) Heating an organic compound in the
absence of oxygen and in the presence of (iv) All close chain compounds are
SiO₂ + Al₂O₃ as a catalyst is called catalytic aromatic in nature.
cracking. False

(v) A group of atoms which confers (v) The functional group present in amides
characteristic properties to an organic is called an amino group.
compound is called functional group. False

(vi) 2-butene is positional isomerism of (vi) Government of Pakistan is trying to use


1-butene. coal for power generation.
True
(vii) Carbonyl functional group is present in
both aldehydes and ketones. (vii) Crude petroleum is subjected to
fractional sublimation in order to separate
(viii) A heterocyclic compound contains an it into different fractions.
atom other than carbon in its ring. False

(ix) The quality of gasoline can be checked (viii) A bond between carbon and
by finding out its octane number. hydrogen serves as a functional group for
alkanes.
(x) A carboxylic acid contains -COOH as a False
functional group.
(ix) o-nitrotoluene and p-nitrotoluene are
the examples of functional group
Isomerism.
False

(x) Almost all the chemical reactions


taking place in our body are organic in
nature.
False

PUNJAB BOARD
NOTES

MCQs Q.4 How organic compounds are


classified? Give suitable example
of each type.
(i) The state of hybridization of carbon
atom in methane is ANS Descriptive question. See text book
for details.
(a) sp³ (b) sp²
(c) sp (d) dsp² Q.5 What are homocyclic and
heterocyclic compounds? Give
(i) In t-butyl alcohol, the tertiary carbon is one example of each.
bonded to
ANS See text book for details.
(a) Two hydrogen atoms
(b) Three carbon atoms Q.6 Write the structural formulas
(c) One hydrogen atom of the two possible isomers of
(d) No hydrogen atom C₄H₁₀
ANS Two possible isomers of C₄H₁₀ are
(iii) Which set of hybrid orbitals has planar
triangular shape (1) H₃C-CH₂ - CH₂- CH₃ (n-butane)
(2) H₃C-CH - CH₃ (iso-butane)
(a) sp³ (b) sp
(c) sp² (d) dsp² CH₃

(iv) The chemist who synthesized urea from Q.7 Why is ethene an important
ammonium cyanate was industrial chemical?
ANS
(a) Berzelius (b) Kolbe
(1) It is used for the preparation of
(c) Wholer (d) Lavoisier
chemicals of industrial use like glycols
(anti-freezer), ethanol, ethyl halides.
(V) Linear shape is associated with which
set of hybrid orbitals
(2) It is used as general anaesthetic in
hospitals.
(a) sp (b) sp²
(c) sp ³ (d) dsp² Q.8 What is meant by a
functional group? Name typical
(vi) A double bond consists of functional groups containing
oxygen.
(a) Two sigma bonds
ANS
(b) One sigma and one pi bond
Functional Group A single bond, double
(c) One sigma and two pi bonds
bond, triple bond, and atom or group
(d) Two pi bonds
of atoms that imparts specific
characteristics to an organic compound is
(vii) Ethers show the phenonenom of
called as functional group.
(a) Position isomerism
(b) Functional group isomerism
(c) Metamerism
(d) Cis-trans Isomerism

(viii) Select from the following the one


which is alcohol
(a) CH₃-CH₂-OH
(b) CH₃-O-CH₃
(c) CH₃COOH
(d)CH₃-CH₂- Br

PUNJAB BOARD
NOTES

Oxygen containing typical functional ANS


groups are
(i) Hydroxyl group —OH (i)CH₃-CH₃
Ethane is 2nd member of alkanes having 7-
(ii) Ether linkage R-CO-OR sigma bonds, each carbon is sp³hybridized.
O It has tetrahedral geometry or shape.

(iii) Carbonyl group - C - (ii)CH₂=CH₂


O Ethene is 2nd member of alkenes having 5-
sigma bonds and 1-pi bond. Each
(iv) Ketonic group -C-R carbon is sp² hybridized. Its molecule has
O triangular planar shape.

(v) Carboxyl group -C-OH (iii)CH CH


O Ethyne is first member of alkynes having 3-
sigma and 2-pi bonds molecule has
(vi) Nitro group -N linear shape.
O
(iv)HCHO
Q.9 What is an organic Formaldehyde is first member of aldehyde
compound? Explain the having 3-sigma and 1-pi bond. Carbon
importance of Wohler’s work in atom is sp² hybridized and molecule have
the development of organic triangular planar shape.
chemistry.
(v)CH₃CL
ANS See text book for details. Methylehloride have all sigma bonds. The
carbon is sp³ hybridized. Its molecule
Q.10 Write a short note on have tetrahedral shape.
cracking of hydrocarbons.

ANS See text book for details. Q.15 Why there is no free rotation
around a double and a free
Q.11 Explain reforming of rotation around a single bond?
petroleum with the help of Discuss cis-trans isomerism.
suitable example.
ANS In case of double bond the unhybrid
ANS See text book for details. orbitals form π -bond by overlapping in
parallel fashion due to which free rotation
Q.12 Describe important sources is restricted around double bond, while
of organic compounds. in case of single bond which is formed by
linear overlapping of hybrid orbitals
ANS See text book for details. free rotation is possible due to ease of
rotation around single sigma bond.
Q.13 What is orbital hybridization?
Explain sp³ , sp²and sp modes of Due to restriction of rotation, alkenes have
hybridization of carbon. different arrangement of groups in
space. If identical groups are present on
ANS Descriptive question. See text book the same side, they are called cis-
for details. compounds. If identical groups are
present on the opposite side, they are
Q.14 Explain the type of bonds
called trans-compounds. For example 2-
and shapes of the following
butene have two arrangements.
molecules using hybridization
approach.
CH₃ CH₃ H CH₃
CH₃-CH₃
CH₂=CH₂ C = C C = C
CH CH H H CH₃ H
HCHO
CH₃CL Cis - 2 butene Trans 2 butene

PUNJAB BOARD
NOTES

Do You Know
(1)The first organic compound prepared in
the laboratory was urea (Fredrick Wholer
in 1828).

(2)Anthracite contains 91% carbon and


peat contains 59.9% carbon.

(3)Octane number of iso-octane is 100.

(4)The quality of petrol is checked by its


octane number.

(5)Dimethyl ether and ethanol are


functional group isomers of each other.

(6)Fractional distillation of petroleum gives


20% of gasoline.

(7)Hetrocyclic compounds contains N, S, O


along with carbon atoms in the ring.

(8)Molecular formula of cyclo alkanes and


alkenes is the same CₙH₂ₙ

(9)Pyridine, furan, thiophene and pyrrole


are hetrocyclic compounds
.
(10)sp³ hybrid orbitals are non-coplanar.

(11)Acetaldehyde and acetone are


functional group isomers of each other.

(12) 1-butene and 2-butene are position


isomers.

(13)An atom or group of atoms which


confers characteristic properties to an
organic compound is called functional
group.

(14)Decane has 75 isomers.

(15)Ecosane has 366319 isomers.

(16)Octane number of 2, 2, 3 trimethyl


butane is 124.

(17)Anti-knocking agent is ethyl fluid. It


contains (C₂H₅)₄ Pb = 67%, C₂H₄Br₂ = 26%,
C₂H₄ CL₂ = 9%, Red-dye = 2%. 1 — 3 c.c.
(cm³) of this reagent is added to one
gallon of petrol.

PUNJAB BOARD

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