Arrange the following carboxylic acids in increasing order of their acid strength.
- \(CH_3COOH\)
- \(CH_3CH_2COOH\)
- \(C_6H_5CH_2COOH\)
- \(C_6H_5COOH\)
Choose the correct answer from the options given below:
Answer & explanation
Correct answer: option 3
The correct answer is Option (3) → D > C > A > B
The strength of a carboxylic acid depends on the stability of its carboxylate ion. Electron-withdrawing groups spread the negative charge and increase acidity; electron-releasing alkyl groups concentrate it and decrease acidity. A phenyl group is electron-withdrawing (sp2 carbon), and its effect weakens as it moves away from –COOH.
D. C6H5COOH — phenyl directly on –COOH: strongest (pKa 4.19).
C. C6H5CH2COOH — phenyl one \( \ce{CH2} \) away: weaker effect (pKa 4.31).
A. CH3COOH — one electron-releasing \( \ce{CH3} \) group (pKa 4.76).
B. CH3CH2COOH — the larger ethyl group releases more electron density: weakest (pKa 4.88).
Shortcut: benzoic acid (D) is the strongest and propanoic acid (B) the weakest of the four; only Option (3) places D and B at the two ends.
Note: It seems that there is a mistake in the original NTA paper, which asks for the increasing order of acid strength when every option is printed with > signs (a decreasing order).
NCERT (2026-27 edition):
Effect of Substituents on the Acidity of Carboxylic Acids – …
