phenol and benzoic acid which are more acidic and why ?
Answers
Answer:
Benzoic acid is a stronger acid than phenol because the benzoate ion is stabilised by two equivalent resonance structures in which the negative charge is present at the more electronegative oxygen atom. ... Thus, the benzoate ion is more stable than phenoxide ion. Hence, benzoic acid is a stronger acid than phenol.
Out of phenol and benzoic acid we have benzoic acid to be more acidic than phenol because benzoic acid has an acidic group and phenol has alcoholic group.
So out of two carboxylic group has more value of pH as compared to alcohol so benzoic acid is more acidic than phenol owning to carboxylic group as compared to alcoholic group.
Another reason for more acidic nature of bezonic acid is it has active hydrogen as after its removal the benzoate on is more stable than phenoxide ion owning to its more resonating structures. More is resonating structure more stable is compound.
As benzoate ion has more structures and is stable so can easily donate hydrogen very easily hence benzoic acid is more acidic in nature as compared to phenol.