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Question

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

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Solution

Basicity of amines



Ammonia is more basic than aniline as in aniline, the lone pair of electrons on N atom is in resonance with benzene ring so it is not available for the donation.

Ethyl amine is more basic than ammonia because in ethyl amine, the +I effect of ethyl group increases the electron density on N atom so it can donate electrons easily while diethylamine is most basic due to +I effect of two ethyl groups.

Hence, the decreasing order of basic strength of the above amines and ammonia follows the following order:

(C2H5)2NH>C2H5NH2>NH3>C6H5NH2

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