A LevelChemistryCIETopic Questions13. An Introduction to AS Level Organic Chemistry13.4 Isomerism: Structural Isomerism & Stereoisomerism

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First teaching 2023

First exams 2025

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

Topic Questions

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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. 

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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

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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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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