What is the correct order of acidity of salicylic acid, 4-hydroxybenzoic acid, and $2,6-$ dihydroxybenzoic…

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

1. 2,6-dihydroxybenzoic acid > salicylic acid > 4-hydroxybenzoic acid
2. 2,6-dihydroxybenzoic acid > 4-hydroxybenzoic acid > salicylic acid
3. salicylic acid > 2, 6-dihydroxybenzoic acid > 4-hydroxybenzoic acid
4. salicylic acid > 4-hydroxybenzoic acid > 2,6-dihydroxybenzoic acid

Solution

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

Asked in: JEE-TOPICTESTS-CHEMISTRY

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