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A-LevelChemistryHalogen derivatives9701/12 · Feb/Mar 2023 · Q271 Mark

Compound X, C7H13Br, reacts with hot alcoholic NaOH to produce two compounds, Y and Z. On reaction with Br2, Y gives a product, C7H12Br2, which exists as a mixture of four optical isomers. On reaction with Br2, Z gives a product, C7H12Br2, which is non-chiral. What could X be?

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ACyclic compound with a six-membered ring, a methyl group and a bromine atom on adjacent carbons.
BCyclic compound with a six-membered ring and a bromomethyl (-CH2Br) group attached.
CCyclic compound with a six-membered ring, a methyl group and a bromine atom on the same carbon.
DCyclic compound with a six-membered ring, a bromine atom on one carbon, and two methyl groups on two other carbons.

✓ Correct answer

A: Cyclic compound with a six-membered ring, a methyl group and a bromine atom on adjacent carbons.

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About this question

Topic
Halogen derivatives, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source
A-Level Chemistry, Feb/Mar 2023 Paper 1 Variant 2, question 27.

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