A Levels Chemistry (9701)•9701/11/M/J/18

Explanation
SN1 mechanism for tertiary alkyl halide
Steps:
- Identify substrate: 2-chloro-2-methylpropane is (CH3)3CCl, a tertiary alkyl halide.
- Recognize reaction type: Nucleophilic substitution with CH3O- favors SN1 due to tertiary carbon and stable carbocation.
- SN1 steps: Dissociation forms (CH3)3C+ carbocation and Cl-; then CH3O- attacks carbocation to yield (CH3)3COCH3.
- Match to options: A shows correct carbocation intermediate and substitution product.
Why A is correct:
- Matches SN1: Tertiary halides ionize to form (CH3)3C+ per rate law k[RX], with nucleophile adding to give (CH3)3COCH3 ether.
Why the others are wrong:
- B: Invalid intermediate; resembles SN2 but substrate is tertiary, not primary.
- C: Wrong substrate; shows secondary isopropyl system, not tertiary.
- D: Wrong substrate; depicts primary ethyl system, irrelevant to 2-methylpropane.
Final answer: A
Topic: Halogen compounds
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