Arrange the following acids in increasing order of their acidic strengths :
HCOOH, FCH2COOH, NO2CH2COOH, ClCH2COOH
Answer & explanation
Correct answer: option 4
The correct answer is Option (4) → HCOOH < ClCH2COOH < FCH2COOH < NO2CH2COOH
An electron withdrawing group on the α-carbon pulls electron density away from the carboxylate ion, spreads its negative charge and stabilises it, so the acid becomes stronger. The stronger the electron withdrawal, the stronger the acid.
\( \ce{HCOOH} \): no electron withdrawing group next to –COOH, first (weakest acid)
\( \ce{ClCH2COOH} \): −I effect of chlorine: second
\( \ce{FCH2COOH} \): fluorine is more electronegative, stronger −I effect: third
\( \ce{NO2CH2COOH} \): the nitro group withdraws electrons even more strongly, last (strongest acid)
Shortcut: HCOOH is the weakest and the nitro acid the strongest. Only Option (4) starts with HCOOH and ends with \( \ce{NO2CH2COOH} \).
NCERT (2026-27 edition):
Effect of Substituents on the Acidity of Carboxylic Acids – “… The effect of the following groups in increasing acidity order is Ph < I < Br < Cl < F < CN < NO2 < CF3. Thus, the following acids are arranged in order of increasing acidity (based on pKa values): CF3COOH > CCl3COOH > CHCl2COOH > NO2CH2COOH > NC-CH2COOH > FCH2COOH > ClCH2COOH > BrCH2COOH > HCOOH > ClCH2CH2COOH > C6H5COOH > C6H5CH2COOH > CH3COOH > CH3CH2COOH”
Note: The same/similar question has been asked in different years by NTA as per the details given below:
| 2026 | 2025 | 2024 | 2023 | 2022 |
|---|---|---|---|---|
| – | – | 15-05 S1 | 09-06 S3 07-06 S3 | – |