MCQ
$t-$Butyl chloride preferably undergo hydrolysis by:
  • $S_{N_1}$ mechanism
  • B
    $S_{N_2}$ mechanism
  • C
    Any of $(a)$ and $(b)$
  • D
    None of these

Answer

Correct option: A.
$S_{N_1}$ mechanism
The $S_{N_1}$ reaction proceeds stepwise. The leaving group first leaves, whereupon a carbocation forms that is attacked by the nucleophile.
The $S_{N_2}$ occurs in one step, and both the nucleophile and substrate are involved in the rate determining step. Therefore the rate is dependent on both the concentration of substrate and that of the nucleophile.
For tertiary butyl chloride, it form tertiary carbocation which is highly stable. So tertiary butyl chloride undergo hydrolysis by $S_{N_1}$ mechanism.

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