MCQ
Reaction of $\ce{C_6H_5CH_2Br}$ with aqueous sodium hydroxide follows $........$
  • $S_{N_1}$ mechanism
  • B
    $S_{N_2}$ mechanism
  • C
    Any of the above two depending upon the temperature of reaction
  • D
    Saytzeff rule

Answer

Correct option: A.
$S_{N_1}$ mechanism
$\ce{C_6H_5CH_2Br}$ will follow $S_{N_1}$ mechanism on reaction with aqueous sodium hydroxide since the carbocation formed $\ce{C_6H_5CH_2}$ is a resonance stabilized cation.
Benzylic halides show high reactivity towards the $S_{N_1}$ reaction.
The carbocation thus formed gets stabilized through resonance as shown in the structure.

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