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Question: Answered & Verified by Expert
Which of the following is more basic than aniline?
ChemistryAminesJEE Main
Options:
  • A benzylamine
  • B diphenylamine
  • C triphenylamine
  • D p-nitroaniline
Solution:
2654 Upvotes Verified Answer
The correct answer is: benzylamine
Benzyl amine is more basic than aniline because the benzyl group is an electron-donating group on account of the + I effect. So, it is capable of increasing the electron density of $\mathrm{N}$ of the $-\mathrm{NH}_2$ group. Thus, because of the higher electron density, the rate of donation of a free pair of electrons is increased, i.e., the basic character is higher. Phenyl and nitro groups are electron attractive groups, so they are able to decrease the electron density of $\mathrm{N}$ of $-\mathrm{NH}_2$ group. Hence, they are less basic than aniline.


A Caution
Benzylamine has localised lone pair therefore it is more basic.

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