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WBJEE · Chemistry · Haloalkanes and Haloarenes



Which information below regarding this reaction is applicable?

  1. A It follows \(\mathrm{S}_{\mathrm{N}} 2\) pathway, because it is a primary alkyl chloride.
  2. B It follows \(S_{N} 1\) pathway, because the intermediate carbocation is resonance stabilized.
  3. C \(\mathrm{S}_{\mathrm{N}} 1\) pathway is not followed, because the intermediate carbocation is destabilised by \(-1\) effect of oxygen
  4. D A mixed \(\mathrm{S}_{\mathrm{N}} 1\) and \(\mathrm{S}_{\mathrm{N}} 2\) pathway is followed.
Verified Solution

Answer & Solution

Correct Answer

(D) A mixed \(\mathrm{S}_{\mathrm{N}} 1\) and \(\mathrm{S}_{\mathrm{N}} 2\) pathway is followed.

Step-by-step Solution

Detailed explanation

Hint: \(\mathrm{S}_{\mathrm{N}} 2\) is also facilitated by OH due to resonance stablization of transition state.
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