A Levels Chemistry (9701)•9701/13/M/J/18

Explanation
Tertiary halogenoalkane favors SN1 mechanism
Steps:
- Identify the structure: 3-bromo-3-ethylpentane has a tertiary carbon attached to Br, bonded to three alkyl groups (two ethyls and one from pentane chain).
- Recall SN1/SN2 dependence: Tertiary halides prefer SN1 due to carbocation stability; primary/secondary may favor SN2.
- Determine intermediate: SN1 forms a carbocation intermediate stabilized by hyperconjugation and inductive effects from alkyl groups.
- Match to options: SN1 with cation stabilization by three alkyl groups fits.
Why B is correct:
- SN1 mechanism involves a planar carbocation intermediate, stabilized by three alkyl groups via hyperconjugation, as per carbocation stability rules.
Why the others are wrong:
- A: SN1 uses a cation, not anion intermediate.
- C: SN2 is concerted with no stable intermediate; unsuitable for tertiary due to steric hindrance.
- D: SN2 has no cation intermediate; tertiary structure blocks backside attack.
Final answer: B
Topic: Halogen compounds
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