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Question: Answered & Verified by Expert
Reaction of $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{Br}$ with aqueous sodium hydroxide follows
ChemistryHaloalkanes and Haloarenes
Options:
  • A
    $\mathrm{S}_{\mathrm{N}} 1$ mechanism
  • B
    $\mathrm{S}_{\mathrm{N}} 2$ mechanism
  • C
    Any of the above two depending upon the temperature of reaction
  • D
    Saytzeff rule
Solution:
1598 Upvotes Verified Answer
The correct answer is:
$\mathrm{S}_{\mathrm{N}} 1$ mechanism
In $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{Br}$ carbocation is $\mathrm{C}_6 \mathrm{H}_5 \stackrel{\oplus}{\mathrm{C}} \mathrm{H}_2$ which is stable due to resonance.

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