Phenol's acidity stems from the resonance stabilization of its phenoxide ion. Adding an electron-withdrawing group like -CHO enhances acidity by stabilizing the oxygen's negative charge.
4-Hydroxybenzaldehyde (II): The para-positioned -CHO group maximizes electron withdrawal due to resonance and induction, making II the most acidic.
3-Hydroxybenzaldehyde (III): The meta-positioned -CHO group's electron withdrawal is weaker than at the para position, placing III between II and I in acidity.
Phenol (I): Lacking substituents, phenol exhibits the lowest acidity.