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Question
The halide which undergoes nucleophilic substitution most readily is
The halide which undergoes nucleophilic substitution most readily is
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Solution
The correct option is C
The nucleophilic substitution reaction in arene halides goes through SNAr (addition-elimination) mechanism. The rate of the reaction is determined by slow step which is addition of nucleophile at halide substituted carbon. This addition creates an anionic intermediate which is stabilised by EWG of aromatic ring.
NO2 activates ortho and para position for nucleophilic substitution and electronegativity of halogens play a crucial role. Leaving group ability of halogens for SNAr : F > Cl > Br > I
Therefore correct answer is option (c).
The nucleophilic substitution reaction in arene halides goes through SNAr (addition-elimination) mechanism. The rate of the reaction is determined by slow step which is addition of nucleophile at halide substituted carbon. This addition creates an anionic intermediate which is stabilised by EWG of aromatic ring.
NO2 activates ortho and para position for nucleophilic substitution and electronegativity of halogens play a crucial role. Leaving group ability of halogens for SNAr : F > Cl > Br > I
Therefore correct answer is option (c).
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