Identify the compound which is least reactive | vedclass

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Question

(C) Nucleophilic substitution reactions in aryl halides are difficult due to the partial double bond character of the $C-Cl$ bond caused by resonance.

Vedclass · Accepted Answer

$m$-Nitrochlorobenzene $(O_2NC_6H_4Cl)$

Vedclass · Answer

(C) Nucleophilic substitution reactions in aryl halides are difficult due to the partial double bond character of the $C-Cl$ bond caused by resonance. Electron-withdrawing groups like $-NO_2$ at ortho or para positions increase the reactivity towards nucleophilic substitution by stabilizing the carbanion intermediate. $p$-Nitrochlorobenzene and $m$-Nitrochlorobenzene are aryl halides,which are generally less reactive than alkyl halides like benzyl chloride and allyl chloride. Among the given options,$m$-Nitrochlorobenzene is the least reactive because the $-NO_2$ group at the meta position does not effectively stabilize the negative charge of the intermediate carbanion through resonance,unlike the para position. Therefore,$m$-Nitrochlorobenzene is the least reactive towards nucleophilic substitution.

Identify the compound which is least reactive towards nucleophilic substitution reactions.

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