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WBJEE · Chemistry · Carboxylic Acid Derivatives

What is the correct order of acidity of salicylic acid, 4-hydroxybenzoic acid, and \(2,6-\) dihydroxybenzoic acid?

  1. A 2,6-dihydroxybenzoic acid > salicylic acid > 4-hydroxybenzoic acid
  2. B 2,6-dihydroxybenzoic acid > 4-hydroxybenzoic acid > salicylic acid
  3. C salicylic acid > 2, 6-dihydroxybenzoic acid > 4-hydroxybenzoic acid
  4. D salicylic acid > 4-hydroxybenzoic acid > 2,6-dihydroxybenzoic acid
Verified Solution

Answer & Solution

Correct Answer

(A) 2,6-dihydroxybenzoic acid > salicylic acid > 4-hydroxybenzoic acid

Step-by-step Solution

Detailed explanation

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