Syllabus Edition

First teaching 2023

First exams 2025

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Isomerism: Structural Isomerism & Stereoisomerism (CIE A Level Chemistry)

Exam Questions

1 hour18 questions
11 mark

A molecule can have optical isomerism and geometrical isomerism. 

Which of the compounds below show both?

  • CH3CH2CHBrCH=CHBr

  • CH3CBr=CBrCH3

  • CH3CH=CHCH2CH3

  • CH3CHBrCH=CH2

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21 mark

Which carbon atom is the chiral centre in the following molecule?

7-1-e-q2-aqa-al-chemistry-mcq

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    31 mark

    2,2-dimethylpropane is an isomer of pentane. 

    tq36vQLK_1-1

    What type of isomerism is shown by 2,2-dimethylpropane? 

    • Stereoisomerism

    • Functional group

    • Cyclic

    • Chain

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    41 mark

    What is the correct meaning of the term structural isomer

    • A compound that contains a different molecular formula and the atoms are arranged differently in space

    • A compound that contains the same molecular formula but the atoms are arranged differently in space

    • A compound with the same empirical formula but different structural formula

    • A compound with the same molecular formula but different structural formula

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    11 mark

    Evening primrose oil has been shown to reduce high blood pressure and improve heart health. The oil is made from seeds, within which the active compound gamma-linolenic acid is found. 

    3-1-m-1

    How many stereoisomers does gamma-linolenic acid have?

    • 3

    • 6

    • 8

    • 4

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    21 mark

    How many structural isomers are there of tribromopropane, C3H5Br3?

    • 4

    • 5

    • 6

    • 7

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    31 mark

    How many isomeric esters have the molecular formula C5H10O2?

    • 4

    • 5

    • 9

    • 7

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    41 mark

    11-cis retinal, C20H28O, is found in the retina of animal eyes and is required for vision. 

    An 11-cis retinal molecule contains the following functional groups:

    • 1 x aldehyde group
    • 1 x cyclohexene ring
    • 1 x aliphatic side chain

    Within the side chain, there is a double bond between carbons 11 and 12.

    Which letter is associated with the correct pair? 

     

    Arrangement of atoms around the adjacent carbons 11 and 12 

    Total number of carbon-carbon double bonds

    A

    3-1-m-8a

    5

    B

    3-1-m-8b

    6

    C

    3-1-m-8c

    5

    D

    3-1-m-8d

    6

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      11 mark

      Which of the following compounds is both chiral and acidic?

      • 3-1-h-3a

      • 3-1-h-3b

      • 3-1-h-3c

      • 3-1-h-3d

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      21 mark

      Cholesterol is an important biological molecule produced by the liver. It is used in the production of steroid hormones and vitamin D. 

      3-1-cie-ial-chemistry-diagram-q6hard

      How many chiral centres are there in one molecule of cholesterol? 

      • 7

      • 8

      • 10

      • 5

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      31 mark

      Including structural and stereoisomers, how many isomeric products are produced when alcoholic NaOH reacts with 2-bromobutane?

      • 1

      • 2

      • 3

      • 4

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      41 mark

      How many isomers, including structural and stereoisomers, with the formula C5H10 have structures that involve π bonding?

      • 3

      • 4

      • 5

      • 6

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