Four nitrogen compounds are shown beside the options (the drawn compound is ammonia, pKaH 9.3, for reference). Which structure is the strongest base?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: D

Methylamine (pKaH about 10.6) is stronger than ammonia because of the +I methyl group. Pyridine (5.2) has an sp2 nitrogen lone pair, aniline (4.6) has its lone pair delocalised into the ring, and acetamide (about -0.5) has the lone pair delocalised onto C=O.

Practice General Organic Chemistry II: Acids and Bases More on Basicity order among drawn amines and heterocycles

Previous questionNext question

More questions on Basicity order among drawn amines and heterocycles

Four anilines are shown beside the options (the drawn compound is aniline). Which structure is the weakest base? NEET level
Four nitrogen compounds are shown beside the options (the drawn compound is pyrimidine, for reference). Which structure is the strongest bas... NEET level
The compound shown is an aromatic heterocycle that is an extremely weak base (pKaH about -4). The reason is that JEE Main level
Four heterocycles are shown beside the options (the drawn compound is thiazole, for reference). Which structure is the strongest base? JEE Main level
Four compounds are shown beside the options (the drawn compound is urea, for reference). Which structure is the strongest base? JEE Main level
Four amines are shown beside the options (the drawn compound is aniline, pKaH 4.6). Select ALL the structures that are stronger bases than t... JEE Main level