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Organic Chemistry Power Point
Organic Chemistry Power Point
A functional group is a
particular bond , atom or
group of atoms that is
responsible for the particular
properties of that group of
compounds.
ALKANES
• An alkane is a saturated hydrocarbon.
• A saturated hydrocarbon is one in
which all the carbon-carbon bonds are
single.
• Alkanes have a general formula of
CnH2n+2, where n is the number of
carbon atoms in the molecule.
• Their names end with –ane.
No of Chemical Chemical Molecular Structural formula Boiling Physical
carbon name formula mass point State at
atoms r.t.p.
Examples
Isomers of butane
H H H H H ǀ ǀ ǀ
H — C — C —C — C —H
ǀ ǀ ǀ ǀ
H H H H
2,2-dimethylpropane
H
ǀ
H —C—H
H H
ǀ ǀ
H — C — C — C —H
ǀ ǀ
H H
H— C — H
ǀ
H
ALKENES
• An alkene is an unsaturated
hydrocarbon.
• An unsaturated hydrocarbon is one
with a double or triple carbon- carbon
bond somewhere in the molecule.
•Alkenes form a homologous series of
general formula CnH2n.
•Their names end with _ene .
No of Chemical Chemical Molecular Structural formula Boiling Physi
carbons name formula mass Point/0C cal
state
2 Ethene C2H4 28 H H -104 Gas
\ ̸
C= C
̸ \
H H
3 Propene C3H6 42 H H H -48 Gas
ǀ \ ̸
H —C — C = C
ǀ \
H H
Butene C4H8 56 H H H H -6 Gas
4 ǀ ǀ \ ̸
H—C — C — C = C
ǀ ǀ \
H H H
5 pentene C5H10 70 H H H H H 24 Gas
ǀ ǀ ǀ \ ̸
H—C — C — C —C =C
ǀ ǀ ǀ \
H H H H
CHEMICAL PROPERTIES OF ALKENES
• The functional group of alkenes is
the carbon-carbon double
bond(C=C).
•The bond readily undergoes
addition reactions.
• An addition reaction is one in
which atoms are added across a
double bond.
HYDROGENATION
Alkenes react with hydrogen to form alkanes in a
reaction called hydrogenation. It reacts a nickel
catalyst.
Example
H H H H
\ ̸ ǀ ǀ
C = C + H2 → H —C — C—H
̸ \ ǀ ǀ
H H H H
Ethene Ethane
(Alkene) (Alkane)
H H H H H H
ǀ ǀ ̸ ǀ ǀ ǀ
H —C — C = C + H2 → H—C —C —C —H
| \ ǀ ǀ ǀ
H H H H H
Propene propane
(Alkene) (Alkane)
HYDRATION
Alkenes react with water to produce alcohols in a
reaction called hydration. A catalyst of phosphoric
acid is used.
Examples
H H H H
\ ̸ ǀ ǀ
C = C + H—O—H → H—C —C —O—H
̸ \ ǀ ǀ
H H H H
Ethene ethanol
(Alkene) (Alcohol)
H H H H H H
ǀ \ ̸ ǀ ǀ ǀ
H—C — C = C + H—O—H → H—C — C — C—O—H
ǀ \ ǀ ǀ ǀ
H H H H H
Propene propanol
HALOGENATION
• The addition of a halogen to an alkene is
called halogenation.
• The addition of chlorine is called
chlorination.
• The addition of bromine to an alkene is
called bromination.
• The addition of bromine is used to
distinguish between an alkane and alkene.
• When an alkene is bubbled
through red bromine, the colour of
bromine disappears.
• With an alkane, the colour does
not disappear.
• This shows that alkenes react with
bromine whereas alkanes do not.
Reactions
H H H H
\ ̸ ǀ ǀ
C=C + Br2 → H — C — C —H
̸ \ ǀ ǀ
H H Br Br
Ethene
1,2-dibromoethane
H H H H H H
ǀ \ ̸ | ǀ ǀ
H— C — C = C + Br2 → H— C — C — C —H
| ̸ \ ǀ ǀ ǀ
H H H H Br Br
Propene 1,2-dibromopropane
ALCOHOLS
• Alcohols are a homologous series
of compounds with a functional
group of (OH) joined to a carbon
atom in a saturated carbon chain.
• They have a general formula of
CnH2n+1OH.
• They are named by replacing the letter
e at the end of the name of the
corresponding alkane with the letters –
ol.
• They are also known as alkanols.
Table
No Chemical Chemical Molecular Structural formula Boiling Physical
of name formula mass point/ C state
0
carb
ons
1 Methanol CH3OH 32 H 65 Liquid
ǀ
H —C —O—H
ǀ
H
2 Ethanol C2H5OH 46 H H 78 Liquid
ǀ ǀ
H —C — C —O—H
ǀ ǀ
H H
3 Propanol C3H7OH 60 H H H 97 liquid
ǀ ǀ ǀ
H —C —C — C —O—H
ǀ ǀ ǀ
H H H
Table
4 Butanol C4H9OH 74 H H H H 117 Liquid
ǀ ǀ ǀ ǀ
H—C —C —C— C—O—H
ǀ ǀ ǀ ǀ
H H H H
5 pentanol C5H11OH 88 H H H H H 137 liquid
ǀ ǀ ǀ ǀ ǀ
H —C —C—C — C — C—O—H
ǀ ǀ ǀ ǀ ǀ
H H H H H
ISOMERS OF PROPANOL
• PROPANOL OR PROPAN-1-OL 2 - PROPANOL OR PROPAN-2 - OL
H H H H H H
| | | | | |
Hꟷ Cꟷ C ꟷCꟷOꟷ H Hꟷ C ꟷ C ꟷ C ꟷ H
| | | | | |
H H H H O H
|
H
ISOMERS OF BUTANOL
• 1 - BUTANOL OR BUTAN-1-OL 2- BUTANOL OR BUTAN-2-OL
H H H H H H H H
| | | | | | | |
HꟷCꟷCꟷCꟷCꟷOꟷH Hꟷ CꟷCꟷCꟷCꟷ
H
| | | | | | | |
H H H H H H O H
|
H
• ISOMERS OF PENTANOL
1-PENTANOL OR PENTAN- 1 -OL 2-PENTANOL OR PENTAN-2 -OL 3-PENTANOL OR PENTAN - 3 - OL
H H H H H H H H H H H H H H H
| | | | | | | | | | | | | | |
H ꟷ C ꟷ C ꟷ Cꟷ C ꟷ C ꟷ O ꟷ H HꟷCꟷCꟷCꟷCꟷCꟷH H ꟷ C ꟷ Cꟷ C ꟷ C ꟷ C ꟷ
H
| | | | | | | | | | | | | | |
H H H H H H H H O H H H O H H
| |
H H
CHEMICAL PROPERTIES OF ALCOHOLS
• They react with metals to form salts and hydrogen
Eg
2CH3OH + 2Na → 2CH3ONa + H2
Sodium methoxide
2C2H5OH + 2Na → 2C2H5ONa + H2
Sodium ethoxide
• They burn in air to form carbon dioxide and water
Eg
2CH3OH + 3O2 → 2CO2 + 4H2O
C2H5OH + 3O2 → 2CO2 + 3H2O
• Alcohols can be dehydrated to alkenes in the presence
of aluminium oxide catalyst. The process of removing
water from a substance is called DEHYDRATION.
eg
H H H H
| | \ ̸
H—C — C—O—H → C=C + H2O
| | ̸ \
H H H H
Ethanolethene
• Alcohols can be oxidized by oxygen of the air to
carboxylic acid and water.
O
‖
CH3OH
+ O2 → H — C —O—H + H2O
Methanoic acid
H O
ǀ ǁ
CH3CH2OH + O2 → H— C — C —O—H + H2O
ǀ
H
Ethanoic acid
• These reactions occur in the presence
of bacteria, which makes the acids have
a sour taste.
• Alcohols can also be oxidized by other
oxidizing agents like potassium
permanganate and potassium
dichromate to carboxylic acids.
MANUFACTURE OF ETHANOL
BY FERMENTATION
• Fermentation is a process in which enzymes in yeast break
down glucose to ethanol and carbon dioxide. This is done at
room temperature. The source of glucose is starch present in
foods.
Starch → glucose → ethanol + carbon dioxide
Hydrolysis fermentation
C6H12O6 → 2 C2H5OH + 2CO2
• The fermented mixture is FILTERED and the alcohol is
extracted bi FRACTIONAL DISTILLATION.
Starch → glucose → ethanol + carbon
dioxide
C6H12O6 → 2 C2H5OH + 2CO2
The fermented mixture is FILTERED and the alcohol
is extracted by FRACTIONAL DISTILLATION.
BY HYDRATION OF ALKENES
Eg
H H H H
\ ̸ ǀ ǀ
C =C + H2O → H —C = C—O—H
̸ \ ǀ ǀ
H H H H
• The conditions required for the manufacture of
alcohols from alkenes are:
Catalyst of phosphoric acid, temperature of 5700C
and pressure of 70 atmospheres.
USES OF ETHANOL
1 In alcoholic drinks
2 As a solvent
3 As a fuel cars
4 As starting material for other chemicals
CARBOXYLIC ACIDS
• Carboxylic acids are a homologous series
with a carboxyl(COOH) , the functional group
joined to carbon atom.
• They have a general formula of
CnH2n+1COOH,where n=0 for the first
compound in the series.
• They are named by replacing letter e at the
end of the corresponding alkane with the
letters- oic.
Table
No of Chemical Chemical Molecular Structural formula Boiling Physical
carbon name formula mass point/0 state at
atoms r.t.p
H H H H O H H O H H
ǀ ǀ ǀ ǀ ǁ ǀ ǀ ǁ ǀ |
H— C — C—O—H + H—C—C — C—O—H H—C — C — O—C—C— C—H + H2O
ǀ | ǀ | ǀ | ǀ |
H H H H H H H H
USES OF ESTERS
• A macromolecule is a large
molecule made from small
molecules.
• The process of joining together
small molecules to form a large
molecule is called
POLYMERISATION.
• The small molecule used to form
a macromolecule is called
MONOMER.
• The large molecule formed from
monomers is called POLYMER.
CLASSES OF POLYMERS
1 Synthetic polymers
2 Natural polymers
• Synthetic polymers are man-made polymers.
• Natural polymers are polymers that exist in
nature and are mainly found in foods.
• Addition polymerization is a reaction in
which monomers join together to form a
polymer without loss of material..
• A polymer formed by addition
polymerization is called addition polymer.
• Condensation polymerization is a reaction
in which monomers join together to form a
polymer with loss of material .
• A polymer formed by condensation
polymerization is called condensation
polymer.
ADDITION POLYMERS
Addition polymers are made from
alkenes(unsaturated monomers).
Monomer polymer Repeat unit uses
H H To make
\ ̸ H H H H plastic bags,
C= C ǀ ǀ ǀ ǀ plates, cups,
̸ \ — C — C — —C — C — films, toys,
H H | ǀ pipes and lids
ethene H H n ǀ ǀ
polyethene H H
H H To make water
\ ̸ H H H H pipes,
C=C ǀ ǀ ǀ ǀ waterproof
̸ \ —C — C— —C — C— sheets, and
H Cl ǀ ǀ ǀ ǀ electrical
Ethenechloride H Cl n H H insulators.
(vinylchloride)
Polyethenechloride
(polyvinylchloride)
H H To make
\ ̸ H H H H plastic ropes,
C =C ǀ ǀ ǀ ǀ plastic wraps,
̸ \ —C — C — —C — C — batteries,
H CH3 ǀ ǀ ǀ ǀ bumpers,
propene H CH3 n H CH3 syringes and
polypropene bottles
Table
H H To make
\ ̸ H H H H furniture
C=C ǀ ǀ ǀ ǀ covers, toys,
̸ \ —C — C — —C— C — insulators,
C6H5 H ǀ ǀ ǀ ǀ plastic wrap
styrene C6H5 H n C6H5H and kitchen
polystyrene utensil
F F To coat
\ ̸ F F F F cookware to
C=C ǀ ǀ ǀ ǀ prevent them
̸ \ —C — C— —C —C— from sticking
F F ǀ ǀ ǀ ǀ
tetrafluoroethene F Fn F F
polytetrafluoroethene
CONDENSATION POLYMERS
NYLON
• Nylon is made from benzene-1,4-
dicarboxylic acid and 1,6-diaminehexane.
• Water is lost during the reaction.
structures
Nylon is a polyamide because it
consists of many amide bonds
Terylene is made from butane-1,4-
dicarboxylic acid (adipic acid) and
1,2-ethane diol(ethylene glycol)
PROTEINS
• The monomers used to make
proteins are amino acids.
• Proteins are polyamides
since they consist of many
amide bonds
• When heated in the presence of a
concentrated sulphuric acid, proteins
break down (Hydrolysed) to amino
acids.
heat
Proteins → amino acids
acid
When heated in the presence of a
concentrated sulphuric acid, starch
breaks down to glucose molecules and
water.
heated
Starch → glucose + water
acid
FATS
• Fats are made from gylcerol
and fatty acids.
• one molecule of glycerol
combines with three
molecules of fatty acids .
THE GENERAL STRUCTURE OF A FAT
• When a fat is heated
together with an alkali, it
breaks down to form
glycerol and a salt.
• The salts what is known as
soap.
That is
FAT + ALKALI → SALT + GLYCEROL
The process of reacting a fat with an
alkali to form soap and glycerol is
known as saponification or
hydrolysis
Long chain carboxylic acids