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Form 5 Chapter 2 Carbon Compound
Form 5 Chapter 2 Carbon Compound
Form 5 Chapter 2 Carbon Compound
Common Definition
Homologous Series – organic compounds with similar formulae and properties. It have the physical
properties that change gradually as the number of carbon atoms in a molecule increases.
Sources of Hydrocarbon:
1. Coal – from the lush vegetation that grew in warm shallow coastal swamps or dead plants slowly
become rock. Mainly contains of hydrocarbon and some sulphur and nitrogen.
It is used to produce: fertiliser, nylon, explosives and plastics.
2. Natural gas – from plants and animals and trapped between the layers of impervious rocks (on
top of petroleum). Mainly contains of methane gas and other gas such as propane and butane.
It is used for: cooking, vehicle and generate electrical power.
3. Petroleum – from plants and animals and trapped between the layers of impervious rocks. It is a
complex mixture of alkanes, alkenes, aromatic hydrocarbons and sulphur compound. These
compounds can be separated by using fractional distillation.
IUPAC (International Union of Pure and Applied Chemistry) – is used to name organic compound.
Organic compound is divided into three portions which is Prefix + Root + Suffix.
Two or more types of branches are present, name them in alphabetical order.
Example:
4-methylhept-2-ene.
Prefix + Root + Suffix
4. Structural formula is a chemical formula that shows the atoms of elements are bonded (arrangement
of atoms) together in a molecule by what types of bond.
Name Condensed structural formula of alkane
Methane CH4
Ethane CH3CH3
Propane CH3CH2CH3
Butane CH3CH2CH2CH3
Pentane CH3CH2CH2CH2CH3
Hexane CH3CH2CH2CH2CH2CH3
Heptane CH3CH2CH2CH2CH2CH2CH3
Octane CH3CH2CH2CH2CH2CH2CH2CH3
Nonane CH3CH2CH2CH2CH2CH2CH2CH2CH3
Decane CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3
5. Physical properties of alkanes
Name Molecular formula RMM Density(g cm-3) Physical state at 25°C
Methane CH4 16 - Gas
Ethane C2H6 30 - Gas
Propane C3H8 44 - Gas
Butane C4H10 58 - Gas
Pentane C5H12 72 0.63 Liquid
Hexane C6H14 86 0.66 Liquid
Heptane C7H16 100 0.68 Liquid
Octane C8H18 114 0.70 Liquid
Nonane C9H20 128 0.72 Liquid
Decane C10H22 142 0.73 Liquid
Combustion of alkanes
Complete combustion of hydrocarbons
CxHy + (x + y/4) O2 –> xCO2 + y/2 H2O
CH4 + 2O2 –> CO2 + 2H2O
Incomplete combustion occurs when insufficient supply of oxygen
CH4 + O2 –> C + H2O
2CH4 + 3O2 –> 2CO + 4H2O
Solubility in water – all members in alkenes are insoluble in water but soluble in many organic
solvent (benzene and ether).
Density of alkene – the density of water is higher than density of alkene.
When going down the series, relative molecular mass of alkenes is higher due to the higher force
of attraction between molecules and alkene molecules are packed closer together.
Electrical conductivity – all members in alkenes do not conduct electricity.
Alkenes are covalent compounds and do not contain freely moving ions.
Boiling and melting points – all alkenes in general have low boiling points and melting points.
Alkenes are held together by weak attractive forces between molecules (intermolecular forces)
van der Waals’ force. When going down the series, more energy is required to overcome the
attraction. Hence, the boiling and melting points increases.
5. Chemical properties of alkenes
Reactivity of alkenes
Alkenes are more reactive (unsaturated hydrocarbon).
Alkenes have carbon-carbon (C = C) double bonds which is more reactive than carbon-carbon
(C-C) single bonds. All the reactions occur at the double bonds.
Combustion of alkenes
Complete combustion of hydrocarbons (alkenes)
CxHy + (x + y/4) O2 –> xCO2 + y/2 H2O
C2H4 + 3O2 –> 2CO2 + 2H2O
(Alkenes burn with sootier flames than alkanes. It is because the percentage of carbon in alkene
molecules is higher than alkane molecules and alkenes burn plenty of oxygen to produce carbon
dioxide and water)
Incomplete combustion occurs when insufficient supply of oxygen
C2H4 + O2 –> 2C + 2H2O
C2H4 + 2O2 –> 2CO + 2H2O
(The flame in the incomplete combustion of alkenes is more smoky than alkanes)
Isomerism
Isomerism – phenomenon that two or more molecules are found to have the same molecular
formula but different structural formulae.
Isomerism in alkanes
Molecular formula Number of isomers Structure name
CH4 - (no isomer) Methane
C2H6 - (no isomer) Ethane
C3H8 - (no isomer) Propane
C4H10 2 Butane2-methylpropane
C5H12 3 Pentane
2-methylbutane
2,2-dimethylpropane
Isomerism in alkenes
Molecular formula Number of isomers Structure name
C2H4 - (no isomer) Ethene
C3H6 - (no isomer) Propene
C4H8 3 But-1-ene
But-2-ene
2-methylpropene
C5H10 5 Pent-1-ene
Pent-2-ene
2-methylbut-1-ene
3-methylbut-1-ene
2-methylbut-2-ene
Non-Hydrocarbon – Alcohol
Name Molecular formula Melting point (°C) Boiling point (°C) Physical state at 25°C
Methanol CH3OH -97 65 Liquid
Ethanol C2H3OH -117 78 Liquid
Propanol C3H5OH -127 97 Liquid
Butanol C4H7OH -90 118 Liquid
Pentanol C5H9OH -79 138 Liquid
Solubility in water – all members in alcohol are very soluble in water (miscible with water).
Volatility – all alcohols are highly volatile.
Colour and Smell – alcohols are colourless liquid and have sharp smell.
Boiling and melting points – all alcohols in general have low boiling points (78°C).
5. Chemical properties of alcohol
Combustion of alcohol
Complete combustion of alcohol.
C2H5OH + 3O2 –> 2CO2 + 3H2O
Alcohol burns with clean blue flames. Alcohol burns plenty of oxygen to produce carbon dioxide
and water. This reaction releases a lot of heat. Therefore, it is a clean fuel as it does not pollute
the air.
Other example: 2C3H7OH + 9O2 –> 6CO2 + 8H2O
Oxidation of ethanol
In the laboratory, two common oxidising agents are used for the oxidation of ethanol which are
acidified potassium dichromate(VI) solution (orange to green) and acidified potassium
manganate(VII) solution (purple to colourless).
C2H5OH + 2[O] –> CH3COOH + H2O
Ethanol oxidised to ethanoic acid (a member of the homologous series of carboxylic acids).
Other example: C3H7OH + 2[O] –> C2H5COOH + H2O
6. Uses of Alcohol
Alcohol as a solvent (cosmetics, toiletries, thinners, varnishes, perfumes).
Alcohol as a fuel (fuel for racing car, clean fuel, alternative fuel).
Alcohol as a source of chemicals (polymer, explosives, vinegar, fiber).
Alcohol as a source of medical product (antiseptics for skin disinfection, rubbing alcohol).
Solubility in water – generally in carboxylic acid (the less than four carbon atoms) are very
soluble in water and ionise partially to form weak .
Density of carboxylic acid – density of carboxylic acid increases due to the increases in the
number of carbon atoms in a molecule.
Boiling points – all carboxylic acid in general have relatively high boiling points than the
corresponding alkanes. This is due to the presence of carboxyl group in carboxylic acid.
Smell – carboxylic acid (< 10 carbon) are colourless and pungent smell. Carboxylic acid (>10
carbons) are wax-like solids.
Oxidation of an alcohol
The oxidation of ethanol is used to prepare ethanoic acid.
C2H5OH + 2[O] –> CH3COOH + H2O
Carried out by refluxing* ethanol with an oxidising agent
[acidified potassium dichromate(VI) solution – orange colour turns to green] or
[acidified potassium manganate(VII) solution – purple colour turns to colourless]
* reflux = upright Liebig condense to prevent the loss of a volatile liquid by vaporisation.
Acid properties
Ethanoic acid is a weak monoprotic acid that ionises partially in water (produce a low
concentration of hydrogen ions).
CH3COOH <–> CH3COO- + H+
Ethanoic acid turns moist blue litmus paper red.
Carboxylic acid (methanoic acid and ethanoic acid) is used to coagulate latex.
Vinegar (dilute 4% of ethanoic acid) is used as preservative and flavouring.
Ethanoic acid is used to make polyvinvyl acetate which is used to make plastics and emulsion
paints.
Benzoic acid is used as food preservative.
Butanoic acid is used to produce ester (artificial flavouring).
Non-Hydrocarbon – Esters
Simple esters are colourless liquid and are found in fruits and flowers.
Esters have sweet pleasant smell.
Esters are covalent compounds.
Esters are insoluble in water but soluble in organic solvent.
Esters are less dense than water.
Esters are neutral and cannot conduct electricity.
The higher and more complex esters have higher boiling points and less volatile.
5. Uses of Esters
Preparation of cosmetics and perfumes (esters are volatile and have sweet smell).
Synthetic esters used as food additives (artificial flavour).
Natural ester serves as storage reserve of energy in living things.
In plant, wax (esters) helps to prevent dehydration and attack of microorganisms.
Esters used as solvents for glue and varnishes.
Esters used to make plastics softer.
Esters used to produce polyester (threads and synthetics fabrics)
Esters used to produce soap and detergents.
Non-Hydrocarbon – Fats
1. Fats are non-hydrocarbons which contain carbon, hydrogen and oxygen atoms.
2. Fats (lipids / triglycerides) are belonging to the group in ester.
3. Natural esters are formed from glycerol and fatty acids.
8. Effect of fats
Fatty food produce high energy but high consumption of fatty food will results in obesity, raise
the level of cholesterol and deposition will cause block the flow of blood which lead to stroke and
heart attack.
9. Uses of fat:
Fats (animal) in general are solids at room temperature and acted as:
- thermal insulator
- protective cushion to protect the vital organ
- provide energy and stored in body
- carry Vitamin A, D, E, K (insoluble in water)
- Example: butter, fish oil (liquid in room temperature)
Fats (plant) are called oils. Oils are liquids at room temperature.
Example: olive oil, peanut oil, palm oil and bran oil
Palm oil
Palm oil – extracted from the pulp of the fruits.
Palm kernel oil – extracted from the kernel or seed.
Steps in extraction of palm oil and palm kernel oil:
1. sterilising (oil palm fruit)
2. stripping
3. digestion (crushing the husk and fruit and separate the oil by heating)
4. squeezed out the oil
5. extraction (separate the oil from water)
6. purification the oil (palm oil is treated with phosphoric acid and then steam is passed through to
separate the acid)
7. vacuum
Polymers
1. Polymer – many small units (monomers) joining together to formed large molecule.
2. Polymer can be classified into two groups:
synthetic polymers / man-made polymers (polythene; PVC – polyvinyl chloride; artificial silk;
and polypropene)
natural polymers (natural rubber; starch; cellulose; and proteins)
3. Carbohydrates
- General formula: Cx(H2O)y with the ratio of H:O = 2:1
- Carbohydrates have cyclic structure.
- Monomer: glucose (C6H12H6)
- Reaction to form polymer: condensation reaction (- H2O)
4.Protein (polypeptide)
- Protein consists of carbon, hydrogen, oxygen and nitrogen (some have sulphur, phosphorus and
other elements)
- Monomer: amino acids
- Amino acids have two functional group which are carboxyl group (-COOH) and amino group (-
NH2)
- Reaction to form polymer: condensation reaction (- H2O)
Natural rubber
- Extracted from the latex of rubber tree (Hevea brasiliensis) which the tree originates from Brazil.
- A molecule of rubber contains 5000 isoprene units.
- Monomer: isoprene, C3H8 or 2-methylbuta-1,3-diene.
- Reaction to form polymer: additional polymerisation (one of the double bond in isoprene
becomes single bond)
Structure of rubber molecule
- Latex is colloid (35% rubber particles and 65% water).
- Rubber particle contains rubber molecules which are wrapped by a layer of negatively-charged
protein membrane. Same charge of rubber molecules repels each other. This prevent rubber from
coagulate.
Coagulation process of latex
1. Acid (H+) can neutralise the negatively-charged protein membrane. Example of acid: formic acid,
methanoic acid, suphuric acid and hydrochloric acid.
2. The rubber molecules will collide after the protein membrane is broken.
3. Rubber molecules (polymers) are set free
4. Rubber molecules combine with one another (coagulation).
Natural coagulation process of latex
1. Latex is exposed to air without adding acid (duration – overnight).
2. Coagulation process occurs in slower pace due to the bacteria (microorganism) action which
produce acid)
Prevent coagulation process of latex
1. Alkaline / Basic solution is added to the latex. Example: ammonia (NH3).
2. Positively-charged hydrogen ion / H+ produced by bacteria can be neutralised by negatively-
charged hydroxide ion / OH- from ammonia solution.
Vulcanisation of rubber
Vulcanisation – process of hardening rubber and increases rubber elasticity by heating it with sulphur or
sulphur compounds.
Methods:
heating natural rubber with sulphur at 140°C using zinc oxide as catalyst or
dipping natural rubber in a solution of disulphur dichloride (S2Cl2) in methylbenzene.