Which of the following is least reactive towa | vedclass

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(D) The reactivity of haloarenes towards nucleophilic aromatic substitution $(S_NAr)$ depends on the presence of electron-withdrawing groups (EWGs) on

Vedclass · Accepted Answer

m-chloronitrobenzene

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(D) The reactivity of haloarenes towards nucleophilic aromatic substitution $(S_NAr)$ depends on the presence of electron-withdrawing groups (EWGs) on the benzene ring. These groups stabilize the intermediate carbanion (Meisenheimer complex) formed during the reaction. The stabilization is most effective when the $EWG$ is at the ortho or para positions relative to the leaving group,as the negative charge can be delocalized onto the oxygen atoms of the nitro group. In $m$-chloronitrobenzene,the nitro group is at the meta position,meaning the negative charge cannot be delocalized directly onto the nitro group through resonance. Therefore,$m$-chloronitrobenzene is the least reactive among the given options.

Which of the following is least reactive towards $S_NAr$?

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