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Which of the following is more basic tha...

Which of the following is more basic than aniline?

A

Diphenylamine

B

Triphenylamine

C

p-nitroaniline

D

Benzylamine

Text Solution

Verified by Experts

The correct Answer is:
D

Benzylamine, `C_(6)H_(5)CH_(2)-overset(* *)NH_(2)` is more basic than aniline because benzyl group `(C_(6)H_(5)CH_(2)-)`is electron donating group to +I-effect. So, it is able to increase the electron density of N of `-NH_(2)` group. Thus, due to higher electron density, rate of donation of free pair of electron is increased, i.e. basic character is higher. Phenyl and nitro group are electron withdrawing groups, so they decreases the electron density of N of `-overset(* *)NH_(2)` group. Hence, they are less basic than aniline.
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