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Question

Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but Cl of 2,4,6 - trinitro chloro benzene is readily replaced because:

A
NO2 makes ring electrons rich at ortho and para positions
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B
NO2 withdraws electrons from meta position
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C
NO2 donates electrons at meta position
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D
NO2 withdraws electrons from ortho, para positions
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Solution

The correct option is D NO2 withdraws electrons from ortho, para positions
Benzene doesn't undergo nucleophilic substitution reaction easily but as number of NO2(electron withdrawing group) group increases, benzene become electron deficient and it undergoes nucleophilic substitution.
When NO2 present at ortho and para to chlorine then nucleophilic substitution occurs.

So 2,4,6 - trinitro chlorobenzene reacts with NaOH and perform nucleophilic substitution reaction.

Option D is correct.

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