JEE Advanced 2013 · Paper 1 · Chemistry Q21

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ChemistrySingle correct+2Question 21 of 60

The compound that does NOT liberate $\ce{CO2}$ , on treatment with aqueous sodium bicarbonate solution, is

Benzoic acid

Benzenesulphonic acid

Salicylic acid

Carbolic acid (Phenol)

Answer and worked solution

Official answer: D

Acid strength vs carbonic acid. A compound liberates CO₂ from NaHCO₃ only if it is a stronger acid than H₂CO₃ (pK $_a$ 6.4). Benzoic acid (4.2), salicylic acid (3.0) and benzenesulphonic acid (strong) do; phenol (pK $_a$ 10) does not.

(D)

Topics:Acidity of carboxylic acids Phenols

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JEE Advanced 2013 · Paper 1, Chemistry question 21