Haloalkanes and Haloarenes · Class 12 · CBSE · Science Chemistry

Which of the following alkyl halides undergoes hydrolysis most rapidly via the SN1 mechanism?

Practice question from Haloalkanes and Haloarenes (Class 12 · CBSE · Science Chemistry), with the correct answer and a step-by-step solution.

medium · MCQ · Q-1C250B

Which of the following alkyl halides undergoes hydrolysis most rapidly via the SN1S_N1 mechanism?

  1. A.1-Chlorobutane
  2. B.1-Iodobutane
  3. C.2-Iodobutane
  4. D.2-Iodo-2-methylpropaneCorrect answer

Solution

The rate of SN1S_N1 reaction depends on the stability of the carbocation formed after the loss of the halide ion. 2-Iodo-2-methylpropane is a tertiary alkyl halide and forms a tertiary carbocation, which is the most stable among the given options. Furthermore, iodide is the best leaving group.

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