A-LevelChemistryHalogen derivatives9701/12 · May/June 2022 · Q281 Mark

Compound Z, C₇H₁₃Br, has two chiral centres. A sample of Z contains all four possible optical isomers. This sample of Z reacts with hot ethanolic NaOH to produce a mixture of only three isomers. Two of these isomers are optical isomers of each other. What could be the formula of Z?

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ASkeletal formula of 3-bromo-2-methylhexane.

BSkeletal formula of 1-bromo-2,2-dimethylcyclopentane.

CSkeletal formula of 1-bromo-3-methylcyclopentane.

DSkeletal formula of 2-bromo-2,4-dimethylpentane.

✓ Correct answer

A: Skeletal formula of 3-bromo-2-methylhexane.

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Topic: Halogen derivatives, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source: A-Level Chemistry, May/June 2022 Paper 1 Variant 2, question 28.

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