Question:

The compound that does not undergo hydrolysis by \(S_N1\) mechanism is

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Aryl halides do not undergo \(S_N1\) easily because phenyl carbocation is unstable.
Updated On: Apr 29, 2026
  • \(C_6H_5CH_2Cl\)
  • \(C_6H_5CH(CH_3)Cl\)
  • \(C_6H_5Cl\)
  • \(CH_3CH_2Cl\)
  • \(C_6H_5CH(C_6H_5)Cl\)
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The Correct Option is C

Solution and Explanation

Concept: Aryl halides like chlorobenzene do not undergo \(S_N1\) easily because formation of phenyl carbocation is highly unstable.

Step 1:
Identify aryl halide.
\[ C_6H_5Cl \] is chlorobenzene.

Step 2:
Reason for no \(S_N1\).
For \(S_N1\), carbocation formation is required. Phenyl carbocation is unstable and not formed easily.

Step 3:
Conclusion.
Thus, chlorobenzene does not undergo hydrolysis by \(S_N1\) mechanism.
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