question_answer

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

A) \[+R-\]effect of\[-N{{H}_{2}}\]group

B) \[-I-\]effect of\[-N{{H}_{2}}\]group

C) \[-R-\]effect of\[-N{{H}_{2}}\]group

D)  hyperconjugation effect

Correct Answer: A

Solution :

\[-N{{H}_{2}}\]has\[+R\]effect, it donates electrons to the benzene ring. As a result, the lone pair of electrons on the N-atom get delocalized over the benzene ring and thus less readily available for protonation. Hence, aniline is a weaker base than cyclohexylamine. resonance structures of aniline