The reaction of 4-bromobenzyl chloride with s | vedclass

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Question

(A) The reaction involves the nucleophilic substitution of the chlorine atom in $4-$bromobenzyl chloride by the cyanide ion $(CN^-)$ from sodium cyani

Vedclass · Accepted Answer

$4-$bromobenzyl cyanide

Vedclass · Answer

(A) The reaction involves the nucleophilic substitution of the chlorine atom in $4-$bromobenzyl chloride by the cyanide ion $(CN^-)$ from sodium cyanide $(NaCN)$.In $4-$bromobenzyl chloride,the $Cl$ atom is attached to a benzylic carbon,which is highly reactive towards nucleophilic substitution ($S_N2$ mechanism).Conversely,the $Br$ atom is directly attached to the benzene ring,which exhibits partial double-bond character due to resonance,making it a poor leaving group and resistant to nucleophilic substitution under these conditions.Therefore,the $CN^-$ nucleophile selectively replaces the $Cl$ atom to form $4-$bromobenzyl cyanide.

The reaction of $4-$bromobenzyl chloride with sodium cyanide in ethanol leads to the formation of

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