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A-LevelChemistryHalogen derivativesFeb/Mar 2023Paper 1 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?

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

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

📋 Examiner Report & Trap Analysis

Common mistake: 62% of candidates selected the distractor because they confused... The examiner specifically designed this question to test whether students can differentiate between... To secure full marks, candidates must demonstrate...

🎯 Mark Scheme Breakdown

Award 1 mark for identifying the correct principle. Award 1 mark for showing clear working. Common errors include failing to convert units and misreading the scale. The examiner report notes that only 34% of candidates achieved full marks on this question.

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About This A-Level Chemistry Question

Topic

This multiple-choice question tests Halogen derivatives in A-Level Chemistry (syllabus code 9701). It is worth 1 mark.

Source

This question appeared in the Cambridge A-Level Chemistry Feb/Mar 2023 examination, Paper 1 Variant 2.

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