The correct order of decreasing acidity of the following aliphatic acids is:

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NEET 2025 Official Paper (Held On: 04 May, 2025)
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  1. (CH₃)3CCOOH > (CH₃)₂CHCOOH > CH₃COOH > HCOOH
  2. CH₃COOH > (CH₃)₂CHCOOH > (CH₃)3CCOOH > HCOOH
  3. HCOOH > CH₃COOH > (CH₃)₂CHCOOH > (CH₃)3CCOOH
  4. HCOOH > (CH₃)3CCOOH > (CH₃)₂CHCOOH > CH₃COOH

Answer (Detailed Solution Below)

Option 3 : HCOOH > CH₃COOH > (CH₃)₂CHCOOH > (CH₃)3CCOOH
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Detailed Solution

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CONCEPT:

Acidity of Aliphatic Carboxylic Acids

  • The acidity of carboxylic acids is influenced by the nature of the substituents attached to the carbon chain.
  • Electron-withdrawing groups increase acidity by stabilizing the conjugate base (carboxylate ion), while electron-donating groups decrease acidity by destabilizing the conjugate base.
  • Formic acid (HCOOH) is the most acidic among simple aliphatic carboxylic acids because it has no alkyl groups, which are electron-donating by nature.
  • As the size of the alkyl group increases, the electron-donating inductive effect (-I effect) becomes stronger, making the acid weaker.

EXPLANATION:

  • HCOOH (formic acid): No alkyl group, highest acidity.
  • CH₃COOH (acetic acid): One methyl group (-CH₃), moderately acidic. (+I)
  • (CH₃)₂CHCOOH (isobutyric acid): Two methyl groups attached to the same carbon, further decreases acidity. ( two +I)
  • (CH₃)₃CCOOH (pivalic acid): Three methyl groups attached to the same carbon, lowest acidity due to strong electron-donating effect. (three +I)
  • The correct order of decreasing acidity is:

    HCOOH > CH₃COOH > (CH₃)₂CHCOOH > (CH₃)₃CCOOH

Therefore, the correct answer is Option 3: HCOOH > CH₃COOH > (CH₃)₂CHCOOH > (CH₃)₃CCOOH.

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