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Question

Among the following amines, which one has the highest pKb value in aqueous solution?

A
Methanamine
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B
N, N-dimethylaniline
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C
Ethanamine
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D
Benzenamine
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E
None of the above
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Solution

The correct option is D Benzenamine
+Inductive effct increases the electron density on nitrogen thus makes it more basic while +R effect involves the lone pair of N in conjugation thereby reduces its basicity.
Therefore aniline are less basic than alkyl amines and secondary aniline are more basic than aniline.
Highest pKb means least basic nature, therefore option D is correct.

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