Question
Which of the following is more basic than aniline?
-
Diphenylamine
-
Triphenylamine
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p-nitroaniline
-
Benzylamine
Solution
D.
Benzylamine
Benzylamine C6H5 - NH2 is more basic than aniline because benzyl group C6H5CH2 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 a 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 NH2 group. Hence, they are less basic with aniline.