4 Organic chemistry
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(a) Introduction
4.1Hydrocarbons
Know that a hydrocarbon is a compound of hydrogen and carbon only
4.2Representing organic molecules
Understand how to represent organic molecules using empirical formulae, molecular formulae, general formulae, structural formulae and displayed formulae
4.3Homologous series, functional groups and isomers
Know what is meant by the terms homologous series, functional group and isomerism
4.4IUPAC nomenclature
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
4.5Structures from molecular formulae
Understand how to write the possible structural and displayed formulae of an organic molecule given its molecular formula
4.6Types of organic reaction
Understand how to classify reactions of organic compounds as substitution, addition and combustion knowledge of reaction mechanisms is not required
(b) Crude oil
4.7Crude oil as a hydrocarbon mixture
Know that crude oil is a mixture of hydrocarbons
4.8Fractional distillation of crude oil
Describe how the industrial process of fractional distillation separates crude oil into fractions
4.9Crude-oil fractions and uses
Know the names and uses of the main fractions obtained from crude oil: refinery gases, gasoline, kerosene, diesel, fuel oil and bitumen
4.10Trends in fraction properties
Know the trend in colour, boiling point and viscosity of the main fractions
4.11Fuels
Know that a fuel is a substance that, when burned, releases heat energy
4.12Hydrocarbon combustion products
Know the possible products of complete and incomplete combustion of hydrocarbons with oxygen in the air
4.13Carbon monoxide toxicity
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
4.14Nitrogen oxides in engines
Know that, in car engines, the temperature reached is high enough to allow nitrogen and oxygen from air to react, forming oxides of nitrogen
4.15Sulfur impurities and sulfur dioxide
Explain how the combustion of some impurities in hydrocarbon fuels results in the formation of sulfur dioxide
4.16Acid rain
Understand how sulfur dioxide and oxides of nitrogen contribute to acid rain
4.17Catalytic cracking
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 ºC)
4.18Why cracking is necessary
Explain why cracking is necessary, in terms of the balance between supply and demand for different fractions
(c) Alkanes
4.19Alkane general formula
Know the general formula for alkanes
4.20Saturated hydrocarbons
Explain why alkanes are classified as saturated hydrocarbons
4.21Alkane structures and isomers
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
4.22Alkane substitution with halogens
Describe the reactions of alkanes with halogens in the presence of ultraviolet radiation, limited to mono-substitution knowledge of reaction mechanisms is not required
(d) Alkenes
4.23Alkene functional group
Know that alkenes contain the functional group >C=C<
4.24Alkene general formula
Know the general formula for alkenes
4.25Unsaturated hydrocarbons
Explain why alkenes are classified as unsaturated hydrocarbons
4.26Alkene structures and isomers
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
4.27Alkene addition with bromine
Describe the reactions of alkenes with bromine to produce dibromoalkanes
4.28Bromine-water test
Describe how bromine water can be used to distinguish between an alkane and an alkene
(e) Alcohols
4.29CAlcohol functional group
Know that alcohols contain the functional group -OH
4.30CAlcohol structures and names
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
4.31COxidation of ethanol
Know that ethanol can be oxidised by: • burning in air or oxygen (complete combustion) • reaction with oxygen in the air to form ethanoic acid (microbial oxidation) • heating with potassium dichromate(VI) in dilute sulfuric acid to form ethanoic acid
4.32CManufacture of ethanol
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 ºC and a pressure of about 60-70 atm • the fermentation of glucose, in the absence of air, at an optimum temperature of about 30 ºC and using the enzymes in yeast
4.33CFermentation conditions
Understand the reasons for fermentation, in the absence of air, and at an optimum temperature
(f) Carboxylic acids
4.34CCarboxylic acid functional group
Know that carboxylic acids contain the –COOH functional group.
4.35CCarboxylic acid structures and names
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
4.36CCarboxylic acid reactions
Describe the reactions of aqueous solutions of carboxylic acids with metals and metal carbonates
4.37CVinegar and ethanoic acid
Know that vinegar is an aqueous solution containing ethanoic acid
(g) Esters
4.38CEster functional group
Know that esters contain the –COO– functional group.
4.39CFormation of ethyl ethanoate
Know that ethyl ethanoate is the ester produced when ethanol and ethanoic acid react in the presence of an acid catalyst
4.40CEthyl ethanoate structures
Understand how to write the structural and displayed formulae of ethyl ethanoate
4.41CEster structures and names
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
4.42CProperties and uses of esters
Know that esters are volatile compounds with distinctive smells and are used as food flavourings and in perfumes
4.43CEster preparation practical
Practical: prepare a sample of an ester such as ethyl ethanoate
(h) Synthetic polymers
4.44Addition polymer formation
Know that an addition polymer is formed by joining up many small molecules called monomers
4.45Addition polymer repeat units
Understand how to draw the repeat unit of an addition polymer, including poly(ethene), poly(propene), poly(chloroethene) and (poly)tetrafluoroethene
4.46Monomers and repeat units
Understand how to deduce the structure of a monomer from the repeat unit of an addition polymer and vice versa
4.47Addition polymer disposal
Explain problems in the disposal of addition polymers, including: • their inertness and inability to biodegrade • the production of toxic gases when they are burned.
4.48CPolyester formation
Know that condensation polymerisation, in which a dicarboxylic acid reacts with a diol, produces a polyester and water
4.49CPolyester formulae
Write the structural and displayed formula of a polyester repeat unit from its monomers, including ethanedioic acid reacting with ethanediol.
4.50CBiodegradable polyesters
Know that some polyesters, known as biopolyesters, are biodegradable