Question:

Which of the following haloalkanes react with aqueous KOH most rapidly by $S_N1$ reaction?

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For $S_N1$ reactions, tertiary halides react fastest due to the stability of the resulting carbocation.
  • 2-Chlorobutane
  • 1-Bromobutane
  • 2-Bromo-2-Methylpropane
  • 2,2-Dimethyl-1-Chloropropane
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The Correct Option is C

Solution and Explanation

The $S_N1$ mechanism proceeds through the formation of a carbocation. A more stable carbocation leads to a faster reaction. 2-Bromo-2-Methylpropane forms a more stable tertiary carbocation (due to hyperconjugation and inductive effects), making it react more rapidly by $S_N1$.
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