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Isomerism - Phenomenon That Two Or: SPM Form 5 - Terminology and Concepts: Carbon Compounds
Isomerism - Phenomenon That Two Or: SPM Form 5 - Terminology and Concepts: Carbon Compounds
Electrical
conductivity.
Boiling points and
melting points
Density
Solubility in water
Chemical
Properties
2. Isomerism
Isomerism phenomenon that two or
more molecules are found to have the
same molecular formula but different
structural formulae.
Alkanes
Isomerism in alkanes
Alkenes
Physical state
changes from gas
to liquid when
going down the
series.
Do not conduct
electricity at any
state.
Low boiling points
and melting points
(number of carbon
atoms per
molecule
increases).
Low densities
(number of carbon
atom per molecule
increases).
Insoluble in water
(soluble in organic
solvent)
Alkanes
Molecular
formula Number of
Same
with alkanes.
isomers
CH4
- (no isomer)
C2 H 6
- (no isomer)
C3 H 8
- (no isomer)
Same with alkanes.
C4H10
2
C5H12
3
(Substitution
reaction)
Reactivity
Combustion
Unreactive
Burn in air and
produce yellow
sooty flame.
Reaction with
bromine solution
Reaction with
acidified potassium
manganate(VII)
solution
No reaction.
No reaction.
Structure name
Methane
Ethane
Propane
Butane2-methylp
Pentane2methylbutane2,2
dimethylpropane
Isomerism in alkenes
Molecular Number of Structure
formula
isomers
name
Same
with alkanes.
C2 H 4
- (no
Ethene
isomer)
C3 H 6
- (no
Propene
Same with alkanes.
isomer)
C4 H 8
3
But-1-eneBut2-ene2Alkenes
methylpropene
C5H10
5
Pent-1(Addition reaction)
enePent-2ene2methylbut-1Reactive
ene
Burn in air and
3-methylbut-1produce yellow and
ene
sootier flame compare
to alkanes.
2-methylbut-2Decolourise brown
ene
bromine solution.
Decolourise purple
acidified potassium
manganate(VII)
solution.
Carbon
Compounds
Alkane
General Formula
Alkene
CnH2n
Alkynes
CnHn
Arenes
CnH2n-6
Alcohol
CnH2n+1OH
Carboxylic Acids
CnH2n+1COOH
Esters
CnH2n+1COOCmH2m+1
3. Hydrocarbons organic
compounds that contain
hydrogen and carbon atom only.
4. Non-hydrocarbons organic
compounds that contain other
elements (oxygen, nitrogen,
iodine, phosphorus)
5. Saturated hydrocarbons
only single bonded (CarbonCarbon) hydrocarbons.
CnH2n+2
6. Unsaturated hydrocarbons
at least one double / triple
bonded (Carbon-Carbon)
hydrocarbons.
7. Complete combustion
organic compounds burn
completely which form CO2 and
H2O.
Example: C2H5OH (l) + O2 (g) >
2CO2 (g) + 3H2O (l)
8. Incomplete combustion
organic compounds burn with
limited supply of O2 which form
C (soot), CO, CO2 and H2O.
Homologous Series
Homologous series organic
compounds with similar formulae and
properties. It have the physical
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:
n=
2, 3
n=
3, 4
n=
3, 4
n=
7, 8
n=
2, 3
n=
1, 2
n=
1, 2
m=
1, 2
3,
Methanoic
acid(Formic acid)
Ethanoic acid(Acetic
acid)
Propanoic acid
Butanoic acid
Name
Molecular formula of
alcohol
C2H5COOH
C3H7COH
Methanoic
acid(Formic
acid)
Ethanoic
CH3COOH
acid(Acetic acid)
Propanoic acid C2H5COOH
Butanoic acid
C3H7COH
118
141
164
Where n = 0, 1, 2, 3 (n =
number of carbon)
CH3COOH
Non-Hydrocarbon Carboxylic
Acids
1. General formula: CnH2n+1COOH
HCOOH
Oxidation of an alcohol
The oxidation of ethanol is used
to prepare ethanoic acid.
C2H5OH + 2[O] > CH3COOH +
H 2O
Carried out by refluxing*
ethanol with an oxidising agent
[acidified potassium
dichromate(VI) solution
orange colour turns to green /
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.
7. Example: 4-methylhept-2-ene.
8. Prefix + Root + Suffix
B) Family of Hydrocarbon Alkane
1. General formula: CnH2n+2
Where n = 1, 2, 3, (n = number of
carbon)
Suffix
-ane
-ene
-ol
-oic
-oate
Molecularformula
Methane
Ethane
Propane
Butane
Pentane
Hexane
Heptane
Octane
Nonane
Decane
CH4
C2 H 6
C3 H 8
C4H10
C5H12
C6H14
C7H16
C8H18
C9H20
C10H22
Reactivity of alkanes
Alkanes are less reactive
(saturated hydrocarbon).
Alkanes have strong carboncarbon (C C) bonds and
carbon-hydrogen (C H) bonds.
All are single bonds which
require a lot of energy to break.
Alkanes do not react with
chemicals such as oxidizing
agents, reducing agents, acids
and alkalis.
Combustion of alkanes
Complete combustion of
hydrocarbons
CxHy + (x + y/4) O2 > xCO2 +
y/2 H2O
CH4 +
2O2 > CO2 +
2H2OIncomplete combustion
occurs when insufficient supply
of oxygen
CH4 + O2 > C + H2O
2CH4 + 3O2 > 2CO + 4H2O
Substitution reaction of
alkanes (Halogenation)
Substitution reaction is one
atom (or a group of atoms) in a
molecule is replaced by another
atom (or a group of atoms).
Substitution reaction of alkanes
take place in ultraviolet light.
Example:
Alkanes react with bromine
vapour (or chlorine) in the
presence of UV light.
CH4 + Cl2 > HCl + CH3Cl
(Chloromethane)
CH3Cl + Cl2 > HCl + CH2Cl2
(Dichloromethane)
CH2Cl2 + Cl2 > HCl + CHCl3
(Trichloromethane)
CHCl3 + Cl2 > HCl + CCl4
(Tetrachloromethane)
Molecular formula is a
chemical formula that shows
the actual number of atoms of
each type of elements present
in a molecule of the compound.
Example: molecular formula of
butene is C4H2x4 = C4H8
Molecularformula
cm-3)
Ethene
Propene
Butene
Pentene
Hexene
Heptene
Octene
Nonene
Decene
C2H4
C3H6
C4H8
C5H10
C6H12
C7H14
C8H16
C9H18
C10H20
28
42
56
70
84
98
112
126
140
0.0011
0.0018
0.0023
0.6430
0.6750
0.6980
0.7160
0.7310
0.7430
Reactivity of alkenes
Alkenes are more reactive
(unsaturated hydrocarbon).
Alkenes have carbon-carbon (C
= C) double bonds which is
more reactive than carboncarbon (C-C) single bonds. All
the reaction occur at the double
bonds.
Combustion of alkenes
Complete combustion of
hydrocarbons (alkenes)
CxHy + (x + y/4) O2 > xCO2 +
y/2 H2O
C2 H 4 +
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)
Polymerisation reaction of
alkenes
Polymers are substances that
many monomers are bonded
together in a repeating
sequence.
Polymerisation is small alkene
molecules (monomers) are
joined together to form a long
chain (polymer).
Addition of hydrogen
(Hydrogenation)
Addition reaction is atoms (or a
group of atoms) are added to
each carbon atom of a carboncarbon multiple bond to a single
bond.
C2H4 + H2 > C2H6 (catalyst:
nickel and condition: 200C)
Example: margarine (produce
from hydrogenation of
vegetable oils).
Addition of halogen
(Halogenation)
Halogenation is the addition of
halogens to alkenes (no catalyst
of ultraviolet light is needed).
Alkene + Halogen >
Dihaloalkane
C2H4 + Br2 > C2H4Br2
In this reaction the brown colour
of bromine decolourised
(immediately) to produce a
colourless organic liquid.
Bromination is also used to
identify an unsaturated
(presence of a carbon-carbon
double bond) organic compound
in a chemical test.
Addition of hydrogen halides
Hydrogen halides (HX) are
hydrogen chlorine, hydrogen
bromide, hydrogen iodide and
etc. This reaction takes place
rapidly in room temperature
and without catalyst.
CnH2n + HX > CnH2n+1X
C2H4 + HBr > C2H5Br
(Bromoethane)
(There are two products for
additional of hydrogen halide to
Addition of water
(Hydration)
Alkenes do not react with water
under ordinary condition. It can
react with a mixture of alkene
and steam pass over a catalyst
(Phosphoric acid, H3PO4). The
product is an alcohol.
CnH2n + H2O > CnH2n+1OH
C2H4 + H2O > C2H5OH
Additional of acidified
potassium manganate(VII),
KMnO4
CnH2n + [O] + H2O > CnH2n(OH)2
C2H4 + [O] + H2O > C2H5(OH)2
The purple colour of KMnO4
solution decolourised
immediately to produce
colourless organic liquid. Also
used to identify the presence of
a carbon-carbon double bond in
a chemical test.
Electrical
conductivity.
Alkanes
Alkene
Physical state
changes from
gas to liquid
when going
down the
series.
Do not conduct
electricity at
any state.
Same w
alkanes
Same w
alkanes
Density
Solubility in water
Chemical
Properties
Low boiling
points and
melting points
(number of
carbon atoms
per molecule
increases).
Low densities
(number of
carbon atom
per molecule
increases).
Insoluble in
water (soluble
in organic
solvent)
Alkanes
(Substitution
reaction)
Reactivity
Combustion
Reaction with
bromine solution
Reaction with
acidified
potassium
manganate(VII)
solution
Unreactive
Burn in air and
produce yellow
sooty flame.
C4H10
isomer)
- (no
isomer)
- (no
isomer)
2
C5H12
C2 H 6
C3 H 8
Propane
Butane2methylpropane
Pentane2methylbutane2,
dimethylpropan
Isomerism in alkenes
Molecular
formula
C2 H 4
C3 H 6
C4 H 8
Number of
isomers
- (no isomer)
- (no isomer)
3
C5H10
No reaction.
SPM Form 5 Terminology and
Concepts: Carbon Compounds
(Part 5)
Non-Hydrocarbon Alcohol
Number of
isomers
- (no
Ethene
Propene
But-1-eneBut
methylpropen
Pent-1-enePe
ene2-methylb
ene
2-methylbut-2
No reaction.
Isomerism in alkanes
Structure nam
3-methylbut-1
2. Isomerism
Molecular
formula
CH4
Ethane
Where n = 1, 2, 3 (n =
number of carbon)
Name of alcohol
Molecular formula of
alcohol
Methanol
CH3OH
Ethanol
C2H3OH
Propanol / Propan-1- C3H5OH
ol
Butanol / Butan-1-ol C4H7OH
Pentanol / Pentan-1- C5H9OH
ol
Hexanol / Hexan-1-ol C6H11OH
Heptanol / Heptan-1- C7H13OH
ol
Octanol / Octan-1-ol C8H15OH
Nonanol / Nonan-1-ol C9H17OH
Decanol / Decan-1-ol C10H19OH
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
Removal of water
(Dehydration) Alcohol can
change to alkene by removal of
water molecules (dehydration).
It results in the formation of a
C=C double bond. CnH2n+1OH >
CnH2n + H2O C2H5OH > C2H4 +
H2O Two methods are being
used to carry out a dehydration
in the laboratory. a) Ethanol
vapour is passed over a heated
catalyst such as aluminium
oxide, unglazed porcelain chips,
pumice stone or porous pot. b)
Ethanol is heated under reflux
at 180C with excess
concentrated sulphuric acid,
H2SO4. Other example: C3H7OH
> C 3H 6 + H 2O
Molecular
formula
Methanol
Ethanol
Propanol
Butanol
Pentanol
CH3OH
C2H3OH
C3H5OH
C4H7OH
C5H9OH
Melting Boiling
point (C) point
(C)
-97
65
-117
78
-127
97
-90
118
-79
138
6. Uses of Alcohol
Name
Depressant drug
Alcoholic drinks
Addictive drug
Methanoic
acid(Formic
acid)
Ethanoic
CH3COOH
acid(Acetic acid)
Propanoic acid C2H5COOH
Butanoic acid
C3H7COH
Molecular formula of
alcohol
HCOOH
141
164
Where n = 0, 1, 2, 3 (n =
number of carbon)
118
Non-Hydrocarbon Carboxylic
Acids
1. General formula: CnH2n+1COOH
Oxidation of an alcohol
The oxidation of ethanol is used
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.
acetate
Ethyl butanoate
Pineapple
Octyl ethanoate
Orange
Isoamyl isovalerate Apple
Non-Hydrocarbon Esters
1. General formula: CnH2n+1COOCmH2m+1
Where n = 0, 1, 2, 3 and m = 1, 2, 3
(n and m = number of carbon)
RCOOR where R and R represented
the same or different alkyl groups.
2. Esters are non-hydrocarbons which
contain carbon, hydrogen and oxygen
atoms.
3. The functional group in ester is
carboxylate group, COO -.
CnH2n+1COOH + CmH2m+1OH >
CnH2n+1COOCmH2m+1 + H2O
Name of ester
Ethyl methanoate
Molecular formula of
ester
HCOOC2H5
Methyl ethanoate
CH3COOCH3
Propyl ethanoate
CH3COOC3H7
Ethyl propanoate
C2H5COOC2H5
Natural sources:
5. Uses of Esters
Name
3-metylbutyl
Odour
Banana
Stearic
acid*
Oleic
oxide **
Linoleic
acid***
Linoleni
c
acid***
CH3(CH2)16COOH
CH3(CH2)7CH=CH(CH2)7COOH
CH3(CH2)4CH=CHCH2CH=CH(CH2)7COOH
CH3CH2CH=CHCH2CH=CHCH2CH=CH(CH2)7
COOH
Non-Hydrocarbon Fats
1. Fatrs 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.
Name
of fat
Lauric CH3(CH2)10COOH
acid*
Palmitic CH3(CH2)14COOH
acid*
Saturated
Unsatura
C-C single bonds C=C doub
single
double
higher
lower
animals
plants
high
low
solid
liquid
thermal insulator
carry Vitamin A, D, E, K
(insoluble in water)
8. Effect of fats
2. stripping
3. crushing the husk and fruit
obesity
9. Palm oil
higher proportion of
unsaturated fats.
elastic
Strength and
hardness
Resistant to
heat
Oxidation
Resistant to heat
Resistant to oxidation
(reduction of number of
double bonds per
rubber molecule)
Weak and s
(polymer ch
rubber will
rubber is ov
stretched.
Poor resista
Easily oxidis
oxygen, UV
(presence o
double bon
rubber mole