The correct increasing order of the acid strength of acids, butyric acid (I), 2-chlorobutyric acid (II), 3-chlorobutyric acid (III) and 2,2-dichlorobutyric acid (IV) is
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Acidity rules:
- More electron-withdrawing groups → stronger acid
- Closer to COOH → stronger effect
- Multiple halogens increase acidity significantly
Concept:
Acidity of carboxylic acids depends on:
• Stability of conjugate base
• Electron-withdrawing groups (–I effect)
• Distance of substituent from –COOH group
Inductive effect: • Chlorine is strongly electron-withdrawing (–I effect)
• Closer Cl → stronger acidity
• More Cl atoms → stronger acidity
Step-by-step analysis: • (I) Butyric acid: No electron-withdrawing group → weakest
• (III) 3-chlorobutyric acid: Cl far from COOH → weak –I effect
• (II) 2-chlorobutyric acid: Cl near COOH → stronger –I effect
• (IV) 2,2-dichlorobutyric acid: two Cl atoms → strongest –I effect
Hence order:
\[
I < III < II < IV
\]