Four amines are shown beside the options (the drawn compound is aniline, pKaH 4.6). Select ALL the structures that are stronger bases than the drawn compound.

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B, D

Cyclohexylamine (pKaH about 10.6) and benzylamine (9.3) have localised sp3 nitrogen lone pairs with no conjugation. Diphenylamine (about 0.8) has its lone pair shared with two rings, and p-nitroaniline (1.0) loses density by -M and -I; both are weaker than aniline.

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