Amides are less basic than amines.
Amides are less basic than amines because the lone pair of electrons on the nitrogen atom in amides is delocalized into the carbonyl group through resonance. This reduces the availability of the lone pair for protonation, making the nitrogen less basic. In contrast, amines do not have such resonance and their lone pair is more available for protonation, making them more basic than amides.
Which is the correct order of acid strength from the following?
Why phenol does not undergo protonation readily?