A Levels Chemistry (9701)•9701/12/M/J/25

Explanation
SN1 Mechanism Features Carbocation Stability
Steps:
- SN1 involves rate-determining ionization of haloalkane to form a carbocation intermediate.
- The carbocation is planar and sp2 hybridized, allowing resonance or hyperconjugation stabilization.
- Adjacent alkyl groups donate electron density via inductive effect and hyperconjugation, lowering carbocation energy.
- Nucleophile then attacks the stabilized carbocation in a fast step.
Why C is correct:
- Carbocations in SN1 are tertiary > secondary > primary due to stabilization by adjacent alkyl groups through hyperconjugation, as per Markovnikov's rule extensions.
Why the others are wrong:
- A: Nucleophile attacks the carbocation (electrophile), but substitution occurs via addition-elimination, not direct "substitution of an electrophile."
- B: The carbocation intermediate forms from one haloalkane molecule dissociating, not two reacting molecules.
- D: The intermediate is a positively charged carbocation, not uncharged.
Final answer: C
Topic: Halogen compounds
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