A-LevelChemistryHalogen derivatives9701/12 · May/June 2013 · Q231 Mark

Aqueous sodium hydroxide reacts with 2-bromo-2-methylpropane to give 2-methylpropan-2-ol. The reaction proceeds by an Sɴ1 mechanism. How should the first step in the mechanism be described?

Aby a curly arrow from a lone pair on the OH⁻ ion to the C⁺ atom of 2-bromopropane

Bby a curly arrow from the C–Br bond to the Br atom

Cby a curly arrow from the C–Br bond to the C atom

Dby the homolytic fission of the C–Br bond

✓ Correct answer

B: by a curly arrow from the C–Br bond to the Br atom

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Topic: Halogen derivatives, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source: A-Level Chemistry, May/June 2013 Paper 1 Variant 2, question 23.

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