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Question

Chemistry Question on Classification Of Organic Compounds

The basicity of aniline is less than that of cyclohexylamine. This is due to

A

\(+ R) effect of \({- NH2}) group

B

\(-I) effect of \({- NH2}) group

C

\(-R) effect of \({-NH2}) group

D

hyperconjugation effect.

Answer

+R+ R effect of NH2{- NH2} group

Explanation

Solution

\({-NH2}) has a \(+R) effect, it donates electrons to the benzene ring. As a result of resonance, the lone pair of electrons on the N atom gets delocalized over the benzene ring and thus it is less readily available for protonation. Hence aniline is a weaker base than cyclohexyl amine.