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TS EAMCET · Chemistry · Haloalkanes and Haloarenes

The organic halide, which does not undergo hydrolysis by \(\mathrm{S}_{\mathrm{N}} 1\) mechanism is

  1. B \(\mathrm{CH}_2=\mathrm{CH}-\mathrm{CF}_2 \mathrm{Cl}\)
  2. C \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Cl}\)
  3. D \(\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}-\mathrm{Cl}\)
Verified Solution

Answer & Solution

Correct Answer

(D) \(\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}-\mathrm{Cl}\)

Step-by-step Solution

Detailed explanation

\(\mathrm{S}_{\mathrm{N}} 1\) mechanism proceeds by the formation of carbocation intermediate. Stable carbocation undergo hydrolysis by \(\mathrm{S}_{\mathrm{N}} 1\) mechanism.