The displacement of Cl from chlorobenzene to | vedclass

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Question

(D) The nucleophilic substitution reaction of haloarenes is facilitated by the presence of electron-withdrawing groups like $-NO_2$ at the ortho $(o-)

Vedclass · Accepted Answer

$NO_2$ withdraws electrons from $o-$ and $p-$ positions

Vedclass · Answer

(D) The nucleophilic substitution reaction of haloarenes is facilitated by the presence of electron-withdrawing groups like $-NO_2$ at the ortho $(o-)$ and para $(p-)$ positions. These groups withdraw electron density from the benzene ring through the inductive effect and resonance effect,thereby stabilizing the carbanion intermediate formed during the nucleophilic attack. Since $2, 4-$ dinitrochlorobenzene has two $-NO_2$ groups at the $o-$ and $p-$ positions,the electron density on the ring is significantly reduced,making the carbon atom attached to chlorine more electrophilic and facilitating the nucleophilic substitution.

The displacement of $Cl$ from chlorobenzene to obtain phenol requires strong reaction conditions. However,the chlorine in $2, 4-$ dinitrochlorobenzene is easily displaced because ................

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