The correct order of the strengths of the carboxylic acids [figure] is
- I > II > III
- II > III > I
- III > II > I
- II > I > III
Answer
(2) II > III > I
Solution
The ring O atom has a −I effect, which stabilises the carboxylate ion and increases acidity; −I effect decreases with distance.
I: no electronegative atom ⇒ weakest acid.
II: O is two bonds away from the carbon carrying –COOH (β-position) ⇒ strongest −I effect.
III: O is farther (γ-position) ⇒ weaker −I effect than in II.
∴ II > III > I
Answer: (2)