Case study·Standard multi-step (3/5)·No calculator

Difficulty guide

The label describes the problem, not your ability.

1/5 - Foundational

Warm-up setup; checks one basic idea.

2/5 - Routine exam skill

Normal syllabus skill; usually one main rule or interpretation.

3/5 - Standard multi-step

Exam-style problem with multiple steps or a common trap.

4/5 - Hard exam skill

High-end exam problem; combines methods carefully.

5/5 - Challenge

Stretch problem beyond normal exam pressure.

Question

A stockroom has four old labels:ethylchlorides: ethyl chloride, benzyl chloride, vinyl chloride and chlorobenzene. The technician wants to sort them by the carbon atom directly bonded to chlorine before choosing reaction conditions.
Total: 3 marks

(a) Which label represents a benzylic halide? (1 mark)

(b) Which label represents a vinylic halide? (1 mark)

(c) Which labelled compound is expected to resist ordinary nucleophilic substitution most strongly, and why? (1 mark)

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cbse-chemistry-12.u6.t6-1.case.005

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