Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
Which of the following phenols is the most acidic?
Correct answer
2
Step-by-step solution
The acidity of phenols depends on the stability of the phenoxide ion formed after the loss of a proton ( H^+ ). Electron-withdrawing groups (EWG) stabilize the phenoxide ion and increase acidity, while electron-donating groups (EDG) destabilize it and decrease acidity. Let us analyze the given options: (A) p-methoxyphenol: The -OCH₃ group at the para position exerts a strong +R effect and a weak -I effect. The +R effect dominates, destabilizing the phenoxide ion. Thus, it is less acidic than phenol. (B) Phenol: Thi