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Question: Among the following, the one which reacts most readily with ethanol is....

Among the following, the one which reacts most readily with ethanol is.

A

p-nitrobenzyl bromide

B

p-chlorobenzyl bromide

C

p-methoxybenzyl bromide

D

p-methylbenzyl bromide

Answer

p-methoxybenzyl bromide

Explanation

Solution

Due to the presence of electron rich methoxy group (+I) at p-position the polarity increase on C-X bond by which it becomes more reactive towards nucleophillic attack of ethanol, p-nitro and chloro are electron deficient group decrease the polarity of C-X bond. Hence by them it become difficult to react with ethanol due to less polarity. Methyl group is less electron rich than methoxy group.