The reaction of p-bromobenzyl chloride with N | vedclass

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Question

(D) The reaction involves a nucleophilic substitution $(S_N2)$ reaction. $p-$bromobenzyl chloride contains a primary alkyl halide group $(-CH_2Cl)$ at

Vedclass · Accepted Answer

$4-$bromobenzyl cyanide

Vedclass · Answer

(D) The reaction involves a nucleophilic substitution $(S_N2)$ reaction. $p-$bromobenzyl chloride contains a primary alkyl halide group $(-CH_2Cl)$ attached to the benzene ring. The $CN^-$ ion acts as a nucleophile and attacks the electrophilic carbon of the $-CH_2Cl$ group,displacing the chloride ion $(Cl^-)$. The bromine atom attached to the benzene ring is much less reactive towards nucleophilic substitution under these conditions compared to the benzylic chloride. Therefore,the product formed is $4-$bromobenzyl cyanide $(Br-C_6H_4-CH_2CN)$.

The reaction of $p-$bromobenzyl chloride with $NaCN$ in ethanol gives:

Similar Questions

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Consider the given reaction: $CH_3-CH=CH-CH_2-OH \xrightarrow[S_N1]{HBr} [P]$. In the given reaction,the product $[P]$ is:

Which alkyl halide from the following pairs would you expect to react more rapidly by an $S_N2$ mechanism? Explain your answer.
$(i)$ $CH_3CH_2CH_2CH_2Br$ or $CH_3CH_2CH(Br)CH_3$
$(ii)$ $CH_3CH_2CH(Br)CH_3$ or $(CH_3)_3CBr$
$(iii)$ $CH_3CH(CH_3)CH_2CH_2Br$ or $CH_3CH_2CH(CH_3)CH_2Br$

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