Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Introduction
Notes
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4.1 know that a hydrocarbon is a compound of hydrogen and carbon only
● Hydrocarbon = compound of hydrogen and carbon ONLY
4.2 understand how to represent organic molecules using
empirical formulae, molecular formulae, general formulae,
structural formulae and displayed formulae
● Empirical formula = simplest whole number ratio of each element in a compound
(e.g. for ethene = CH2)
● Molecular formulae = actual numbers of each element in a compound (e.g. for
ethene = C2 H4)
● General formulae = a type of empirical formula that represents the composition
of any member of an entire class of compounds (e.g. for ethene = Cn H2n)
● Structural formulae = formula which shows the arrangement of atoms in the
molecule of a compound (e.g. for ethene = CH2CH2)
● Displayed formulae = shows the symbols for each atom in a compound, with
straight lines representing covalent bonds
E.g. for ethene…
4.3 know what is meant by the terms homologous series, functional group
and isomerism
● Homologous series = series of compounds with the same general formula and
similar properties
● Functional group = a group of atoms responsible for the chemical reactions of a
compound
● Isomerism = compounds with the same molecular formula exist in different
forms due to different arrangements of atoms (different forms of isomerism
exist)
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4.4 understand how to name compounds relevant to this specification using
the rules of International Union of Pure and Applied Chemistry (IUPAC)
nomenclature; students will be expected to name compounds containing up
to six carbon atoms
● Prefixes (beginning of the name)
o Any compound with 1 carbon has the prefix of: Meth-
o 2 carbons: Eth-
o 3 carbons: Prop-
o 4 carbons: But-
o (Then follow the same rules as shapes in mathematics) 5 carbons: Pent- 6
carbons: Hex-
o remember the first 4 prefixes using MEPB Monkeys Eat Peanut Butter
● The suffix of any compound refers to the functional group
o Alkanes – ane (C-C // C-H) e.g. ethane
o Alkenes – ene (C=C) e.g. ethene
o Alcohols – ol (OH) e.g. ethanol
o Carboxylic acids – anoic acid (-COOH) e.g. ethanoic acid
4.5 understand how to write the possible structural and displayed formulae
of an organic molecule given its molecular formula
● use information provided above
● e.g. i f given molecular formula C2 H6, structural formula would be CH3CH3 and
displayed formula would be:
4.6 understand how to classify reactions of organic compounds as
substitution, addition and combustion; knowledge of reaction mechanisms
is not required
● Addition reactions involve only ONE PRODUCT
o I.e. 2 reactants → 1 product
o I.e. addition of hydrogen to ethene to produce ethane (H2 is added onto
C=C to form H-C-C-H)
● Substitution reactions involve TWO PRODUCTS
o I.e. 2 reactants → 2 products
o I.e. Hydrogen chloride + ethanol → chloroethane + water (Cl replaces OH
– they switch places)
● Combustion involves the reaction of a fuel with OXYGEN
o Products are water and carbon dioxide only from hydrocarbons (if
combustion is COMPLETE)
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Crude oil
Notes
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4.7 know that crude oil is a mixture of hydrocarbons
● Crude oil is a complex mixture of hydrocarbons
● It contains molecules in which carbon atoms are in chains or rings (names,
formulae and structures of specific ring molecules not required)
● An important source of useful substances (fuels and feedstock for the
petrochemical industry)
● A finite resource
4.8 describe how the industrial process of fractional distillation separates
crude oil into fractions
● The oil is heated in the fractionating column and the oil evaporates and
condenses at a number of different temperatures.
● The many hydrocarbons in crude oil can be separated into fractions each of
which contains molecules with a similar number of carbon atoms
● The fractionating column works continuously, heated crude oil is piped in at the
bottom. The vaporised oil rises up the column and the various fractions are
constantly tapped off at the different levels where they condense.
● The fractions can be processed to produce fuels and feedstock for the
petrochemical industry.
4.9 know the names and uses of the main fractions obtained from crude oil:
● Refinery gases
o Domestic heating and cooking
● Gasoline / Petrol
o Fuel for cars
● Kerosene
o Fuel for aircraft
● Diesel
o Fuel for some cars and trains
● Fuel oil
o Fuel for large ships and in some power stations
● Bitumen
o Surface roads and roofs
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4.10 know the trend in colour, boiling point and viscosity of the main
fractions
● Some properties of hydrocarbons depend on the size of their molecules. These
properties influence their use as fuels.
● The shorter the molecules, the lower the temperature at which that fraction
vaporises or condenses – and the lower its boiling point.
● Shorter the molecules, the less viscous it is. (more runny)
● Colours are darker at the bottom fractions – longer molecules
4.11 know that a fuel is a substance that, when burned, releases heat
energy
● Fuel: substance that releases heat energy when burned
4.12 know the possible products of complete and incomplete combustion of
hydrocarbons with oxygen in the air
● Complete combustion
o CO2 and H2O are produced
● Incomplete combustion
o If there’s not enough oxygen, some of the fuel doesn’t burn – this is
partial combustion. Here, solid particles of soot (carbons) and unburnt
fuel are released. Carbon monoxide is also released.
4.13 understand why carbon monoxide is poisonous, in terms of its effect on
the capacity of blood to transport oxygen; references to haemoglobin are
not required
● Carbon monoxide prevents red blood cells carrying oxygen around the body. This
is carbon monoxide poisoning, which can lead to breathing difficulties and
eventually death.
4.14 know that, in car engines, the temperature reached is high enough to
allow nitrogen and oxygen from air to react, forming oxides of nitrogen
● Temperature reached in car engines is high enough to allow nitrogen and oxygen
from air to react forming oxides of nitrogen e.g. nitrogen monoxide NO or
nitrogen dioxide NO2
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4.15 explain how the combustion of some impurities in hydrocarbon fuels
results in the formation of sulfur dioxide
● Most fuels, including coal, contain carbon and/or hydrogen and may also contain
some sulfur. This means when the fuels are burnt the sulfur is oxidised to
produce sulfur dioxide
4.16 understand how sulfur dioxide and oxides of nitrogen contribute to
acid rain
● When sulfur dioxide and oxides of nitrogen are emitted into the atmosphere
they react with rain water to create H+ ions
● When the rain falls the acid can corrode rocks and buildings
● The acid can also alter the pH in soil or rivers which can affect an ecosystem
● Acid rain corrodes limestone, which damages buildings and statues etc
4.17 describe how long-chain alkanes are converted to alkenes and
shorter-chain alkanes by catalytic cracking (using silica or alumina as the
catalyst and a temperature in the range of 600-700˚C)
● Hydrocarbons can be cracked to produce smaller, more useful molecules. This
process involved heating the hydrocarbons to vaporise them.
● The vapours are:
o Either passed over a hot catalyst (silica or alumina)
o Mixed with steam and heated to a very high temperature (temperature
in the range of 600-700˚C) so that thermal decomposition reactions can
occur.
● The products of cracking include alkanes and unsaturated hydrocarbons called
alkenes. Alkenes have the general formula Cn H2n
4.18 explain why cracking is necessary, in terms of the balance between
supply and demand for different fractions
● Demand for smaller chained alkanes is much greater than that for longer chained
alkanes – however, supply for longer chained alkanes is greater than that for
smaller chained alkanes, therefore an alternative to produce smaller chained
alkanes is required (i.e. cracking)
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Alkanes
Notes
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4.19 know the general formula for alkanes
● CnH2n+2 is the general formula
● E.g. ethane is C2 H6
4.20 explain why alkanes are classified as saturated hydrocarbons
● Contain no C=C double bonds, therefore the carbons are saturated, because
each carbon has formed its maximum of 4 single bonds
4.21 understand how to draw the structural and displayed formulae for
alkanes with up to five carbon atoms in the molecule, and to name the
unbranched-chain isomers
● Alkane molecules can be represented in the following forms:
● The first 4 alkanes are methane, ethane, propane and butane (MEPB: Monkeys
Eat Peanut Butter)
alkane structural formula displayed formula
methane CH4
ethane CH3CH3
propane CH3CH2CH3
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butane CH3CH2CH2CH3
pentane CH3CH2CH2CH2CH3
4.22 describe the reactions of alkanes with halogens in the presence of
ultraviolet radiation, limited to mono-substitution; knowledge of reaction
mechanisms is not required
● Br2 + C2 H6 -(UV)-> C2 H5Br + HBr
● Halogen + alkane –(UV)-> halogenoalkane + hydrogen halide
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Alkenes
Notes
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4.23 know that alkenes contain the functional group >C=C<
● Functional group of alkenes is: C=C
4.24 know the general formula for alkenes
● CnH2n e.g. ethene is C2 H4
4.25 explain why alkenes are classified as unsaturated hydrocarbons
● Contain one or more C=C double bonds
4.26 understand how to draw the structural and displayed formulae for
alkenes with up to four carbon atoms in the molecule, and name the
unbranched-chain isomers; knowledge of cis/trans or E/Z notation is not
required
● The first 2 alkenes are ethene and propene.
● Unsaturated carbons can be represented in the following forms:
alkene structural formula displayed formula
ethene CH2CH2
propene CH3CHCH2
butene CH3CHCHCH3
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4.27 describe the reactions of alkenes with bromine to produce
dibromoalkanes
● alkene + bromine → dibromoalkane
○ E.g. Ethene + bromine -> 1,2-dibromoethane
● Addition reaction
● Involves the removal of C=C double bond
● remember bromine exists as Br2
4.28 describe how bromine water can be used to distinguish between an
alkane and an alkene
● alkenes react with bromine water, turning it from orange to colourless – alkanes
DO NOT react with bromine water- it remains orange
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Alcohols
Notes
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4.29 (chemistry only) know that alcohols contain the functional group –OH
4.30 (chemistry only) understand how to draw structural and displayed
formulae for methanol, ethanol, propanol (propan-1-ol only) and butanol
(butan-1-ol only), and name each compound; the names propanol and
butanol are acceptable
● Alcohols contain the functional group –OH
● The first 4
members of the series are methanol, ethanol, propanol and butanol.
alcohol structural formula displayed formula
methanol CH3OH
ethanol CH3CH2OH
propanol CH3CH2CH2OH
butanol CH3CH2CH2CH2OH
4.31 (chemistry only) know that ethanol can be oxidised by:
● Burning in air or oxygen (complete combustion)
● Reaction w ith oxygen in the air to form ethanoic acid (microbial oxidation)
● Heating with potassium dichromate(VI) in dilute sulfuric acid to form ethanoic
acid
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4.32 (chemistry only) know that ethanol can be manufactured by:
● Reacting ethene with steam in the presence of a phosphoric acid catalyst at a
temperature of about 300˚C and a pressure of about 60-70 atm
● The fermentation of glucose, in the absence of air, at an optimum temperature
of about 30˚C and using the enzymes in yeast
4.33 (chemistry only) understand the reasons for fermentation, in the
absence of air, and at an optimum temperature
● Glucose → carbon dioxide + ethanol
● Optimum t emperature of 25˚C to 50˚C
o If too low = yeast that is used would be inactive
o If too high = enzymes in yeast would be denatured / would no longer
function
● Absence of oxygen (air must be kept out)
o If air got in, it would cause the ethanol to oxidise to ethanoic acid
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Carboxylic acids
Notes
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4.34 (chemistry only) know that carboxylic acids contain the functional
group –COOH
4.35 (chemistry only) understand how to draw structural and displayed
formulae for unbranched-chain carboxylic acids with up to four carbon
atoms in the molecule, and name each compound
● First four members are: methanoic acid, ethanoic acid, propanoic acid and
butanoic acid
carboxylic acid structural formula displayed formula
methanoic acid HCOOH
ethanoic acid CH3COOH
propanoic acid CH3CH2COOH
butanoic acid CH3CH2CH2COOH
4.36 (chemistry only) describe the reactions of aqueous solutions of
carboxylic acids with metals and metal carbonates
● Dissolve in water to produce acidic solutions
● React with metal carbonates to produce a salt + carbon dioxide(g) (bubbles are
formed / effervesces)
● React with more reactive metals to produce a salt + hydrogen
4.37 (chemistry only) know that vinegar is an aqueous solution containing
ethanoic acid
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Esters
Notes
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4.38 (chemistry only) know that esters contain the functional group –COO-
● They have the functional group –COO-.
4.39 (chemistry only) know that ethyl ethanoate is the ester produced when
ethanol and ethanoic acid react in the presence of an acid catalyst
● Carboxylic acids react with alcohols in the presence of an acid catalyst to
produce esters
● ethyl ethanoate is produced when ethanol and ethanoic acid react:
4.40 (chemistry only) understand how to write the structural and displayed
formulae of ethyl ethanoate
structural formula: CH3COOCH2CH3
displayed formula:
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4.41 (chemistry only) understand how to write the structural and displayed
formulae of an ester, given the name or formula of the alcohol and
carboxylic acid from which it is formed and vice versa
● naming esters:
○ first part comes from alcohol, remove -anol and replace with -yl e.g.
propanol → propyl
○ second part comes from carboxylic acid, remove -oic acid and replace
with -oate e.g. methanoic acid → methanoate
○ full name from propanol and methanoic acid would be propyl
methanoate
● structure of esters:
○ H is lost from alcohol and OH from carboxylic acid, bond forms between C
in carboxylic acid and O in alcohol
4.42 (chemistry only) know that esters are…
● Volatile compounds with distinctive smells
● Used as f ood flavourings and in perfumes
4.43 (chemistry only) practical: prepare a sample of an ester such as ethyl
ethanoate
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Edexcel IGCSE Chemistry
Topic 4: Organic chemistry
Synthetic polymers
Notes
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4.44 know that an addition polymer is formed by joining up many small
molecules called monomers
● Alkenes can be used to make polymers such as poly(ethane) and poly(propene)
by addition polymerisation. In this reaction, many small molecules (monomers)
join together to create very large molecules (polymers). For example:
● The repeat unit has the same atoms as the monomer because no other molecule
is formed in the reaction
4.45 understand how to draw the repeat unit of an addition polymer,
including poly(ethene), poly(propene), poly(chloroethene) and
(poly)tetrafluoroethene
tetrafluoroethene poly(tetrafluoroethene)
4.46 understand how to deduce the structure of a monomer from the repeat
unit of an addition polymer and vice versa
▪ Monomer is just repeat unit, replacing C-C with C=C and removing brackets and
“n”
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4.47 explain problems in the disposal of addition polymers, including:
● Unable to biodegrade, because they are inert / unable to react therefore,
microorganisms and bacteria are unable to break them down
● The production of toxic gases when they are burned
● Carbon dioxide is released when burnt– which adds to global warming
4.48 (chemistry only) know that condensation polymerisation, in which a
dicarboxylic acid reacts with a diol, produces a polyester and water
● In condensation polymerisation, a small molecule is formed as a by-product each
time a bond is formed between two monomers
● diol- molecule with 2 alcohol OH functional groups
● dicarboxylic acid- molecule with 2 carboxylic acid COOH functional groups
● When you react a diol and a dicarboxylic acid, the alcohol and carboxylic acid
functional groups react, losing a small molecule – water
● This is an ester – therefore a polyester is a lot of these monomers (esters)
○ the dicarboxylic acid loses the OH group off of each COOH group
○ the di-alcohol loses the H off of each OH group
○ the remaining molecules join together to make a polyester
○ the H and OH join to form water
4.49 (chemistry only) understand how to write the structural and displayed
formula of a polyester, showing the repeat unit given the formulae of the
monomers from which it is formed including the reaction of ethanedioic acid
and ethanediol
● similar to polymers
● from the monomers, identify the OH (from carboxylic acids) and H (from
alcohols) that will be lost and join up the molecules at these points
● the repeat unit is simply one of each diol and dicarboxylic acid joined together,
with a bond sticking out at each end (the same as for polymers)
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4.50 (chemistry only) know that some polyesters, known as biopolyesters,
are biodegradable
● Biopolyesters are biodegradable, making them easier to dispose of than other
polyesters
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