JEE Main Chemistry question

The amino group is -directing for aromatic electrophilic substitution. On nitration of aniline, a good amount of -nitroaniline is obtained. This is due to [DCE 2009]

(A)In the nitration mixture, the ortho/para-directing activity of the group is completely lost
(B) becomes , which is -directingCorrect
(C) becomes , which is -directing
(D) becomes , which is -directing

Answer: (B)

Solution

In the strongly acidic nitrating mixture, the lone pair on the amino nitrogen of aniline is protonated, converting into the anilinium group, . This positively charged group is strongly electron-withdrawing and, like other -type groups, is a meta-director. Since a

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Question ID VK-150285