Q17 / 200 · Manipal (MET) 2010 · Chemistry

Iso-propyl chloride undergoes hydrolysis by

  • A
    $\mathrm{S}_{\mathrm{N}} 1$ mechanism
  • B
    $\mathrm{S}_{\mathrm{N}} 2$ mechanisms
  • Correct answer
    C
    $\mathrm{S}_{\mathrm{N}} 1$ and $\mathrm{S}_{\mathrm{N}} 2$ mechanisms
  • D
    Neither $S_N 1$ nor $S_N 2$ mechanism

Solution

Iso-propyl chloride is a $2^{\circ}$ halide and $2^{\circ}$ halides can undergo hydrolysis either by $\mathrm{S}_{\mathrm{N}} 1$ or $\mathrm{S}_{\mathrm{N}} 2$ mechanism depending upon the nature of solvent used.

Hence, the correct answer is option: 'C'.

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