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Amines
Question
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Account for the following:
Although amino group is o- and p-directing for aromatic electrophilic substitution reaction, aniline on nitration gives a substantial amount of m-nitro aniline.

Answer

The nitration of aniline is carried out using conc. HNO3 and H2SO4. However, in the presence of conc. H2SO4, aniline forms aniline hydrogen sulphate in which the anilinium ion, C6H5NH3+ is meta directing because the positive charge on the nitrogen attracts electrons from the benzene ring.

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Some More Questions From Amines Chapter

Classify the following amines as primary, secondary or tertiary:
(C2H5)2NH

Write structures of different isomeric amines corresponding to the molecular formula C4H11N.

Write IUPAC names of all the isomers.

What type of isomerism is exhibited by different pairs of amines?

How will you convert Benzene into N, N-dimethylaniline?

Arrange the following in increasing order of their basic strength:
C2H5NH2, C6H5NH2, NH3, C6H5CH2NH2 and (C2H5)2NH

Arrange the following in increasing order of their basic strength:
C2H5NH2, (C2H5)2NH, (C2H5)3N, C6H5NH2

Arrange the following in increasing order of their basic strength:
CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5 CH2NH2