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Cambridge International AS Level Chemistry

Isomerism

Isomers share a molecular formula but differ in structure. Cambridge divides isomerism into structural isomerism (chain, positional and functional group) and stereoisomerism (geometrical and optical). These pages take each type in turn.

Exam Papers
Papers 1 & 2
9701/1 and 9701/2 (AS Level)
Learning Outcomes
13.4.1 – 13.4.6
6 points covered
Sub-topics
3 lessons
Revision notes available
Exam Board
Cambridge
CIE 9701 (2025-2027)

Revision Notes

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Introduction to Organic Chemistry Map

Cambridge International AS & A Level Chemistry · Topic 13

The whole topic on one A4 page: formulae, homologous series and names, structural isomers and stereoisomers, shapes and hybridisation, bond breaking, reaction types and mechanisms, and the Cambridge AS table of functional groups.

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Specification

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13.1.1

  1. 13.1.1

    define the term hydrocarbon as a compound made up of C and H atoms only

    Revise

13.1.2

  1. 13.1.2

    understand that alkanes are simple hydrocarbons with no functional group

    Revise

13.1.3

  1. 13.1.3

    understand that the compounds in the table on pages 29 and 30 contain a functional group which dictates their physical and chemical properties

    Revise

13.1.4

  1. a

    interpret and use the general formulas of the classes of compound stated in the table on pages 29 and 30

    Revise
  2. b

    interpret and use the structural formulas of the classes of compound stated in the table on pages 29 and 30

    Revise
  3. c

    interpret and use the displayed formulas of the classes of compound stated in the table on pages 29 and 30

    Revise
  4. d

    interpret and use the skeletal formulas of the classes of compound stated in the table on pages 29 and 30

    Revise

13.1.5

  1. 13.1.5

    understand and use systematic nomenclature of simple aliphatic organic molecules with functional groups detailed in the table on pages 29 and 30, up to six carbon atoms (six plus six for esters, straight chains only for esters and nitriles)

    Revise

13.1.6

  1. a

    deduce the molecular formula of a compound, given its structural, displayed or skeletal formula

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  2. b

    deduce the empirical formula of a compound, given its structural, displayed or skeletal formula

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13.2.1

  1. a

    interpret and use the term homologous series

    Revise
  2. b i

    interpret and use the term saturated

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  3. b ii

    interpret and use the term unsaturated

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  4. c i

    interpret and use the term homolytic fission

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  5. c ii

    interpret and use the term heterolytic fission

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  6. d i

    interpret and use the term free radical

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  7. d ii

    interpret and use the term initiation

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  8. d iii

    interpret and use the term propagation

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  9. d iv

    interpret and use the term termination

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  10. e i

    interpret and use the term nucleophile

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  11. e ii

    interpret and use the term electrophile

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  12. e iii

    interpret and use the term nucleophilic

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  13. e iv

    interpret and use the term electrophilic

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  14. f i

    interpret and use the term addition

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  15. f ii

    interpret and use the term substitution

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  16. f iii

    interpret and use the term elimination

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  17. f iv

    interpret and use the term hydrolysis

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  18. f v

    interpret and use the term condensation

    Revise
  19. g i

    interpret and use the term oxidation (in equations for organic redox reactions, the symbol [O] can be used to represent one atom of oxygen from an oxidising agent)

    Revise
  20. g ii

    interpret and use the term reduction (in equations for organic redox reactions, the symbol [H] can be used to represent one atom of hydrogen from a reducing agent)

    Revise

13.2.2

  1. a

    understand and use the terminology free-radical substitution associated with types of organic mechanisms

    Revise
  2. b

    understand and use the terminology electrophilic addition associated with types of organic mechanisms

    Revise
  3. c

    understand and use the terminology nucleophilic substitution associated with types of organic mechanisms

    Revise
  4. d

    understand and use the terminology nucleophilic addition associated with types of organic mechanisms (in organic reaction mechanisms, the use of curly arrows to represent movement of electron pairs is expected; the arrow should begin at a bond or a lone pair of electrons)

    Revise

13.3.1

  1. a

    describe organic molecules as straight-chained

    Revise
  2. b

    describe organic molecules as branched

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  3. c

    describe organic molecules as cyclic

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13.3.2

  1. a

    describe and explain the shape of, and bond angles in, molecules containing sp hybridised atoms

    Revise
  2. b

    describe and explain the shape of, and bond angles in, molecules containing sp2 hybridised atoms

    Revise
  3. c

    describe and explain the shape of, and bond angles in, molecules containing sp3 hybridised atoms

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13.3.3

  1. a

    describe the arrangement of σ and π bonds in molecules containing sp hybridised atoms

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  2. b

    describe the arrangement of σ and π bonds in molecules containing sp2 hybridised atoms

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  3. c

    describe the arrangement of σ and π bonds in molecules containing sp3 hybridised atoms

    Revise

13.3.4

  1. 13.3.4

    understand and use the term planar when describing the arrangement of atoms in organic molecules, for example ethene

    Revise

13.4.1

  1. a

    describe structural isomerism

    Revise
  2. b

    describe chain isomerism as a division of structural isomerism

    Revise
  3. c

    describe positional isomerism as a division of structural isomerism

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  4. d

    describe functional group isomerism as a division of structural isomerism

    Revise

13.4.2

  1. a

    describe stereoisomerism

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  2. b

    describe geometrical (cis/trans) isomerism as a division of stereoisomerism (use of E/Z nomenclature is acceptable but is not required)

    Revise
  3. c

    describe optical isomerism as a division of stereoisomerism

    Revise

13.4.3

  1. a

    describe geometrical (cis/trans) isomerism in alkenes

    Revise
  2. b

    explain the origin of geometrical (cis/trans) isomerism in alkenes in terms of restricted rotation due to the presence of π bonds

    Revise

13.4.4

  1. a

    explain what is meant by a chiral centre

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  2. b

    explain that a chiral centre gives rise to two optical isomers (enantiomers)

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13.4.5

  1. a

    identify chiral centres in a molecule of given structural formula including cyclic compounds

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  2. b

    identify geometrical (cis/trans) isomerism in a molecule of given structural formula including cyclic compounds

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13.4.6

  1. 13.4.6

    deduce the possible isomers for an organic molecule of known molecular formula

    Revise