Why is imide acidic?

Answer 1

Imide is acidic as its H+ can be released. The two strongly electronegative carbonyl O are capable of withdrawing the unshared pair of electrons on N as well as the electrons making the N-H bond. This weakens the N-H bond. After the H+ is released, the anion is stabilised by resonance.

Answer 2

An imide isn't inherently acidic in the way that a substance like hydrochloric acid (HCl) is acidic. However, some imides can exhibit acidic properties under specific conditions.

Imides are compounds containing the functional group (-C(=O)NR2), where R represents an organic group and the nitrogen atom (N) is part of the imide structure. The acidity of imides typically refers to their ability to donate a proton (H+) in a chemical reaction.

The acidity of imides is usually attributed to the hydrogen atoms attached to the nitrogen atom within the imide group. Under certain conditions, these hydrogen atoms can dissociate from the nitrogen atom, resulting in the formation of a positively charged nitrogen species (NR2+) and releasing a proton.

The acidity of imides can vary depending on the specific structure, substituents, and environmental conditions. Not all imides exhibit acidic properties, and their acidity is usually weaker compared to strong mineral acids like hydrochloric acid or sulfuric acid

Answer 3

Imides are acidic due to the presence of a hydrogen atom attached to a nitrogen atom in the imide functional group. This hydrogen can dissociate as a proton, resulting in the formation of a negatively charged nitrogen atom, making imides capable of donating a proton and thus exhibiting acidic properties.