GOC and Organic Chemistry BasicsmediumMCQ SINGLE

Arrange the following compounds in the correct decreasing order of their thermodynamic acidic strengGOC and Organic Chemistry Basics Chemistry Question

Question

Arrange the following compounds in the correct decreasing order of their thermodynamic acidic strength: (1) Phenol, (2) Ethyl alcohol, (3) Formic acid, (4) Benzoic acid.

Answer: A

💡 Solution & Explanation

Formic acid ($HCOOH$) is a stronger acid than benzoic acid ($C_6H_5COOH$) because the phenyl ring exerts a destabilizing cross-conjugation effect (+R) on the carboxylate group. Both carboxylic acids are significantly more acidic than phenol, which forms a resonance-stabilized phenoxide ion. Ethyl alcohol is the least acidic as its ethoxide ion lacks resonance stabilization and is destabilized by the $+I$ effect of the ethyl group. Therefore, the order is 3 > 4 > 1 > 2.

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