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Amines
Question
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Aniline undergoes bromination in ortho and para position but in presence of strong acid it gives m-bromo aniline. Explain.

Answer

-NH2 group is o- and p-directing and thus bromination of aniline gives o- and p-bromo aniline. However, in presence of strong acid, aniline combines with H+ to give C6H5NH3+ and -NH3+ m-directing and thus m-bromo products are formed.

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Some More Questions From Amines Chapter

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

Write reactions of the final alkylation product of aniline with excess of methyl iodide in the presence of sodium carbonate solution.

Write chemical reaction of aniline with benzoyl chloride and write name of the product obtained.

Write structures of different isomers corresponding to the molecular formula C3H9N. Write IUPAC names of the isomers which will liberate nitrogen gas on treatment with nitrous acid.