Question

Why are amides more acidic than amines?

Answer 1

Hint: We know that the Amides are different from amino acids as they contain more nitrogen. Amides are a sort of functional group that can't be skipped because of the presence of a nitrogen atom in the compounds.

Complete answer:
An amide is a functional group that consists of a group and nitrogen atom and may be derived from the varied functional group referred to as carboxylic acid. Compounds that contain a nitrogen atom bonded to at least one side of a group are categorized as amides. Amines are a basic functional group. Amines and carboxylic acids can combine during a condensation reaction to make amides. Amides are classified into three types of support: their names are primary amine, secondary amine, and tertiary amine.
The differences are categorized on the basis of the position of the nitrogen atom bonded to the carbon atom in a molecule chain. Amides are more acidic than amines because the nitrogen in the amines has a lone pair of the electrons which accepts protons, whereas, in amides, the amide group and carbonyl groups are bonded together because of high electronegativity of oxygen which makes it get involved in resonance, thus making it either less basic or more acidic. Therefore, amides are more acidic than amine.
Any factor that makes a molecule's conjugate base more stable will increase its acidity because they tend to stabilize negative charge. The more unstable an electron pair, the more acidic it will be. This is what Le-Chatelier’s principle states. The conjugate base of an amine will always be a stronger base than the amine itself. The acidic of the amine molecule increases with the increase in a negative charge.

Note:
Remember that the resonance stabilized amines are less basic, in other words, resonance stabilization decreases the acidity of amines. Amine lone pairs that are in conjugation with pi bonds and which can participate in resonance are stabilized to relative non-conjugated amines. Resonance decreases the acidic.