Q: Given the molecule below, and the choice between the nitrogen and oxygen atoms, where will protonation more likely occur and why?
A		Oxygen because there are no delocalized electrons present, meaning it is a stronger base when protonated
B		Nitrogen because the delocalized electrons on the nitrogen make it more stable, and thus, a stronger base than the oxygen
C		Oxygen because the delocalized electrons on the nitrogen make it more stable, and thus, a weaker base than the oxygen
D		Nitrogen because it is more electronegative than oxygen, and once protonated, will have a lower pka than the protonated oxygen

Acid/Base Equilibria | Molecular Structure |