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Which of the following is most acidic?

(i) Benzyl alcohol

(ii) Cyclohexanol

(iii) Phenol

(iv) m-Chlorophenol

Answers (1)

The answer is the option (iv). The addition of electron-withdrawing groups in phenol increases its acidity, whereas the addition of electron-donating groups decreases the acidity. And as a known fact, that the (+R) effect duet to donating is dominant over the (+I) effect. But this is only feasible in the case of substituents at ortho and para positions.

Keeping the above-mentioned point in mind, the m-Chlorophenol compound is the most acidic of all four options. So, option (iv) is the answer.

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