Arrange the following compounds in decreasing | vedclass

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Question

(A) The basicity of amines depends on the availability of the lone pair on the nitrogen atom for protonation.$1$. Compound $(B)$ is $p$-methylbenzylam

Vedclass · Accepted Answer

$B > A > C$

Vedclass · Answer

(A) The basicity of amines depends on the availability of the lone pair on the nitrogen atom for protonation.$1$. Compound $(B)$ is $p$-methylbenzylamine. The nitrogen lone pair is not in conjugation with the benzene ring,making it a primary aliphatic amine,which is significantly more basic than aromatic amines.$2$. Compound $(A)$ is $p$-methoxyaniline. The $-OCH_3$ group is an electron-donating group by resonance ($+M$ effect),which increases the electron density on the nitrogen atom,making it more basic than aniline.$3$. Compound $(C)$ is $p$-nitroaniline. The $-NO_2$ group is a strong electron-withdrawing group by resonance ($-M$ effect),which significantly decreases the electron density on the nitrogen atom,making it the least basic.Therefore,the decreasing order of basicity is $B > A > C$.

Arrange the following compounds in decreasing order of their basicity:

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