Q.

Which of the following is more basic than aniline?

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a

Benzylamine

b

Diphenylamine

c

Triphenylamine

d

p-nitroaniline

answer is A.

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Detailed Solution

For amines,

Basicity α electron density on nitrogen atom

Benzylamine has +I effect due to -CH2 group present in it.

Diphenylamine and triphenylamine have an -I effect due to phenyl rings in it.

p-nitroaniline has -I effect due to phenyl ring and -M effect due to nitro group.

Thus due to the presence of electron withdrawing groups diphenylamine, triphenylamine and p-nitroaniline are less basic than aniline and due to electron donating group benzylamine is more basic than aniline.

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