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Question

Amino group is ortho, para-directing for aromatic electrophilic substitution. On nitration of aniline good amount of m-nitroaniline is obtained. This is due to:

A
In nitration mixture, ortho-, para-activity of NH2 group is completely lost
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B
NH2 becomes NH+3, which is m-directing
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C
NH2 becomes NH+SO4, which is m-directing
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D
NH2 becomes NHNO+2, which is m-directing
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Solution

The correct option is B NH2 becomes NH+3, which is m-directing
Nitration involves acidic medium, so protonation of aniline takes place forming anilinium ion (given) which being m-directing forms mainly m-nitroaniline.
735883_691736_ans_6d4a26a1113f4c00a386b8b307335cb2.png

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