Amines

Question

Why does bromination of aniline, even under very mild conditions give 2, 3, 5-tribromo aniline instantaneously?

Answer

NH2-group of aniline greatly activates the benzene ring, because of which the electron density at ortho positions correct (at 2 and 6) and para position (at 4 positions) increases appreciably. Thus, under very mild conditions, even in the absence of a catalyst, aniline instantaneously get brominated at both the ortho position and para position to give a white precipitate.

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