Chapter 5: Problem 142
Salicylic acid is more acidic than o-methoxybenzoic acid though both have electron releasing groups i.e., \(-\mathrm{OH}\) and \(-\mathrm{OCH}_{3} .\) This is because (a) \(-\mathrm{OH}\) is a stronger electron releasing group compared to \(-\mathrm{OCH}_{3}\). (b) salicylate ion is stabilized by intramolecular hydrogen bonding. (c) salicylic acid has two replaceable hydrogen atoms. (d) \(-\mathrm{OCH}_{3}\) has a stronger steric effect to prevent the stabilization of the carboxylate anion.