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

Question

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

Tardigrade Admin · Accepted Answer

—NH2 has +R effect, it donates electrons to the benzene ring. As a result, the lone pair of electron 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 cyclohexylamine. <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/428a9f4cc07d6337c4e27a5c98706f72-.png" /> Resonance structure of aniline.

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

$+ R$ effect of $- N H_{2}$ group

$- I$ effect of $- N H_{2}$ group

$- R$ effect of $- N H_{2}$ group

hyperconjugation effect

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

+R effect of −NH2​ group

−I effect of −NH2​ group

−R effect of −NH2​ group

hyperconjugation effect

—NH2​ has +R effect, it donates electrons to the benzene ring. As a result, the lone pair of electron 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 cyclohexylamine. Resonance structure of aniline.

$+ R$ effect of $- N H_{2}$ group

$- I$ effect of $- N H_{2}$ group

$- R$ effect of $- N H_{2}$ group