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CAIE A-Level Chemistry AS 13.4.6 The Possible Isomers for an Organic Molecule Questions

Practise deriving, drawing and counting the possible structural and stereoisomers for a known molecular formula while applying functional-group, ring and reaction constraints in CAIE 9701 questions.

Syllabus
2028–2030
Course
Chemistry 9701
Level
AS

Exam points

  • derive the possible structural isomers from a known molecular formula while applying the stated functional-group, chain, ring or reaction constraints
  • include stereoisomers when the question requires them, checking chiral centres and restricted C=C geometry rather than counting connectivity alone
  • draw or count the valid structures systematically and avoid duplicates by comparing connectivity and spatial arrangement

CAIE A-Level Chemistry AS 13.4.6 The Possible Isomers for an Organic Molecule Questions question 1

[Maximum number: 1]

Structural isomerism and stereoisomerism should be taken into account when answering this question.

The structure of 3-methylcyclobutene is shown.

3-methylcyclobutene

3-methylcyclobutene

A mixture containing all stereoisomers of 3-methylcyclobutene is treated with HBr . This produces a mixture of isomeric bromomethylcyclobutanes.

How many stereoisomers does 3 -methylcyclobutene have, and how many isomeric bromomethylcyclobutanes are present in the product mixture?

3-methylcyclobutene

bromomethylcyclobutanes

2

4

2

6

4

4

4

8

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