The correct order of increasing basic nature of the five bases — aniline (I), p-nitroaniline (II), p-toluidine (III), p-methoxyaniline (IV) and m-nitroaniline (V) — is [Kerala CEE 2008]

JEE Main Chemistry question

The correct order of increasing basic nature of the five bases — aniline (I), -nitroaniline (II), -toluidine (III), -methoxyaniline (IV) and -nitroaniline (V) — is [Kerala CEE 2008]

(A)II < V < I < III < IVCorrect
(B)V < II < I < III < IV
(C)II < V < I < IV < III
(D)V < II < I < IV < III

Answer: (A)

Solution

Substituent effects on the aniline nitrogen's basicity: is a strong electron-withdrawing group, and at the para position it withdraws electron density from nitrogen by both resonance () and induction, so -nitroaniline is the weakest base; at the meta position can act only inductively (no direct

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Question ID VK-150253