Exams › JEE Advanced › Chemistry
Which one of the following compounds does NOT react with aqueous sodium hydrogen carbonate (NaHCO3) solution to produce a gas?
- Squaric acid
- Salicylic acid
- Carbolic acid (phenol)
- Acetic acid
Correct answer: Carbolic acid (phenol)
Solution
Carbonic acid (pKa1 ~ 6.35) is stronger than phenol (pKa ~ 10), so phenol cannot protonate HCO3⁻ to release CO2; all other listed compounds are carboxylic or stronger acids that do react with NaHCO3 to produce CO2.
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