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Which of the following is more basic than aniline?

  1. A
    Diphenylamine
  2. B
    Triphenylamine
  3. C
    p-nitroaniline
  4. D
    Benzylamine

Solution & Step-by-step Explanation

In aniline, diphenylamine, and triphenylamine, the lone pair of electrons on the nitrogen atom is delocalized into the benzene ring(s) via resonance, drastically reducing its availability for protonation. In benzylamine (), the group is separated from the ring by an hybridized methylene group, preventing resonance, thereby making the lone pair fully available and benzylamine more basic.

Practice this question

Try it yourself before checking the explanation above.

Which of the following is more basic than aniline?
A
Diphenylamine
B
Triphenylamine
C
p-nitroaniline
D
Benzylamine

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