Question:medium

Which of the following represents the correct order of acidity in the given compounds?

Show Hint

Substituents with strong electron-withdrawing effects increase the acidity of carboxylic acids by stabilizing the carboxylate ion. The more electronegative the substituent, the stronger the effect.
Updated On: Jan 13, 2026
  • \( \text{FCH}_2\text{COOH}>\text{CH}_3\text{COOH}>\text{BrCH}_2\text{COOH}>\text{ClCH}_2\text{COOH} \)
  • \( \text{BrCH}_2\text{COOH}>\text{ClCH}_2\text{COOH}>\text{FCH}_2\text{COOH}>\text{CH}_3\text{COOH} \)
  • \( \text{FCH}_2\text{COOH}>\text{ClCH}_2\text{COOH}>\text{BrCH}_2\text{COOH}>\text{CH}_3\text{COOH} \)
  • \( \text{CH}_3\text{COOH}>\text{BrCH}_2\text{COOH}>\text{ClCH}_2\text{COOH}>\text{FCH}_2\text{COOH} \)
Show Solution

The Correct Option is C

Solution and Explanation

Substituents adjacent to the carboxyl group (\( \text{COOH} \)) of carboxylic acids, via their electron-withdrawing (-I) effect, influence acidity. These substituents withdraw electron density from the carboxylate ion, thereby stabilizing it and increasing acidity. Electronegativity order: \[F>Cl>Br>H.\]The most electronegative element, fluorine, exhibits the strongest -I effect, resulting in maximum carboxylate ion stabilization and highest acidity. Chlorine and bromine follow with progressively weaker withdrawing effects, while hydrogen has no such effect. Final Answer:\[\boxed{\text{FCH}_2\text{COOH}>\text{ClCH}_2\text{COOH}>\text{BrCH}_2\text{COOH}>\text{CH}_3\text{COOH}}\]
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