question_answer

Which of the following is more basic than aniline?                              [AIPMT (S) 2006]

A) Diphenylamine

B) Triphenylamine

C) p-nitroaniline

D) Benzyiamine

Correct Answer: D

Solution :

            [d] Benzyl amine  is more basic than aniline because benzyl group C6HSCH2 — is electron donating group due to + I effect. So, it is able to increase the electron density of N of —NH2 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 attractive groups, so they are able to decrease the electron density of N of group. Hence, they are less basic with aniline.