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A student try to prepare p-nitroaniline ...

A student try to prepare p-nitroaniline by nitrating aniline with con. `HNO_3-con.H_2SO_4` mixture but he got m-nitroaniline from aniline. Why?

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Aniline reacts with acid to form anilium ion `(C_6H_5-N^+H_3)`. In this ion `NH_3` group is meta directing.
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A N EXCEL PUBLICATION-AMINES-QUESTION BANK
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