A-LevelChemistryHalogen derivatives9701/12 · May/June 2017 · Q261 Mark

2-bromo-2-methylpropane undergoes nucleophilic substitution when heated under reflux with an aqueous solution of sodium hydroxide. Which row is correct?

ASN1, the hydroxide ion is helped in its approach to the central carbon atom by the methyl groups

BSN1, the intermediate carbocation is stabilised by the inductive effect of the methyl groups

CSN2, the hydroxide ion is hindered in its approach to the central carbon atom by the methyl groups

DSN2, the intermediate carbocation is destabilised by the inductive effect of the methyl groups

✓ Correct answer

B: SN1, the intermediate carbocation is stabilised by the inductive effect of the methyl groups

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Topic: Halogen derivatives, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source: A-Level Chemistry, May/June 2017 Paper 1 Variant 2, question 26.

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