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 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. <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/d15c5477a987bfbf0f4f93fbc13b1eb5-.png" /> resonance structures 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 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

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

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

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