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JEE Main levelSingle correct optionDifficulty 2 of 3el268

The compound shown is shaken with one equivalent of aqueous sodium hydrogencarbonate. Which statement is correct?

AOnly the carboxylic acid group reacts, releasing carbon dioxide
BNo reaction occurs
CBoth groups react, releasing two moles of carbon dioxide
DOnly the phenolic OH reacts

Answer: A

The compound shown is salicylic acid. The COOH (pKa about 3) is acidic enough to release CO2 from NaHCO3; the phenolic OH (pKa about 10) is weaker than carbonic acid and does not react. Only one mole of CO2 forms per mole.

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