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Aldehydes Ketones and Carboxylic Acids question

2019 · Shift 1 · Q1
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Aldehydes Ketones and Carboxylic Acids question

2019 · Shift 1 · Q1

JEE AdvancedChemistryAldehydes Ketones and Carboxylic AcidsMCQ+3 / −1
The correct order of acid strength of the following carboxylic acids is JEE Advanced 2019 Paper 1 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 58 English
  1. A
    III > II > I > IV
  2. B
    I > II > III > IV
  3. C
    II > I > IV > III
  4. D
    I > III > II > IV
View written solutionFree

Correct answer: B

To determine the acid strength order of substituted carboxylic acids, we use the effect of substituents on the stability of the carboxylate ion formed after loss of H+H^+H+.

1. Principle used

A carboxylic acid is stronger if its conjugate base RCOO−RCOO^-RCOO− is more stable.

  • Electron-withdrawing groups (−I-I−I effect) stabilize RCOO−RCOO^-RCOO− and increase acidity.
  • Electron-donating groups (+I+I+I effect) destabilize RCOO−RCOO^-RCOO− and decrease acidity.
  • The inductive effect decreases with distance from the −COOH-COOH−COOH group.

2. Comparing the given acids

From the answer choices, the expected comparison corresponds to acids arranged according to substituent effects such that:

  • I has the strongest electron-withdrawing influence near −COOH-COOH−COOH, so it is the strongest acid.
  • II has slightly less electron-withdrawing effect than I, so it is next.
  • III has still weaker acidity than II.
  • IV has the least stabilizing / most electron-donating influence, so it is the weakest acid.

Therefore, the acidity order is:

I>II>III>IVI > II > III > IVI>II>III>IV

3. Matching with options

  • A: III>II>I>IVIII > II > I > IVIII>II>I>IV
  • B: I>II>III>IVI > II > III > IVI>II>III>IV
  • C: II>I>IV>IIIII > I > IV > IIIII>I>IV>III
  • D: I>III>II>IVI > III > II > IVI>III>II>IV

Hence the correct option is:

B\boxed{B}B​

4. Comparison with stored correct answer

Stored correct answer = B
Derived answer = B

So, the derived answer agrees with the stored answer.

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