NEET 2016 Phase 2 · ChemistryAcid acidityPrevious Year Question
The correct order of strengths of the following carboxylic acids is: (I) cyclohexanecarboxylic acid; (II) a tetrahydropyran-carboxylic acid in which the ring oxygen lies close (beta) to the -bearing carbon; (III) a tetrahydropyran-carboxylic acid in which the ring oxygen lies far (gamma, across the ring) from the -bearing carbon.
Answer: (B) (B) II > III > I. \textbf{Answer:} (B) II > III > I \textbf{Solution:} Acid strength increases with the electron-withdrawing () inductive effect, which stabilises the carboxylate anion.
- A.(A) I > II > III
- B.(B) II > III > I✓
- C.(C) III > II > I
- D.(D) II > I > III
Correct Answer
(B) (B) II > III > I
Solution & Explanation
\textbf{Answer:} (B) II > III > I \textbf{Solution:} Acid strength increases with the electron-withdrawing () inductive effect, which stabilises the carboxylate anion. The ring oxygen exerts a effect that falls off with distance. In II the oxygen is closest to the carbon, giving the strongest withdrawal and the strongest acid; in III it is farther, so its effect is weaker; in I (no oxygen) the acid is weakest. Hence II > III > I.
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