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Question: Answered & Verified by Expert
What is the correct order of acidity of salicylic acid, 4-hydroxybenzoic acid, and $2,6-$ dihydroxybenzoic acid?
ChemistryCarboxylic Acid DerivativesWBJEEWBJEE 2022
Options:
  • A 2,6-dihydroxybenzoic acid > salicylic acid > 4-hydroxybenzoic acid
  • B 2,6-dihydroxybenzoic acid > 4-hydroxybenzoic acid > salicylic acid
  • C salicylic acid > 2, 6-dihydroxybenzoic acid > 4-hydroxybenzoic acid
  • D salicylic acid > 4-hydroxybenzoic acid > 2,6-dihydroxybenzoic acid
Solution:
2448 Upvotes Verified Answer
The correct answer is: 2,6-dihydroxybenzoic acid > salicylic acid > 4-hydroxybenzoic acid


The conjugate base of 2, 6-dihydroxybenzoic acid is highly stabilised by $\mathrm{H}$-bonding. The effect is lesser in salicyclic acid.

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