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Amines

Question
CBSEENCH12010518

Give reasons :
Although –NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline.

Solution

Nitration is carried out in an acidic medium ( a mixture of concentrated HNO3 and concentrated H2SO4). In an acidic medium, aniline is protonated to give anilinium ion (which is meta-directing).