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Which of the following compounds is (are) soluble in NaOH solution AND also liberates CO2 gas when treated with sodium bicarbonate (NaHCO3) solution? Consider: Picric acid, p-nitrophenol, hydrochloric acid.
- Picric acid
- p-nitrophenol
- Hydrochloric acid
- Cyclohexyl ethynyl compound shown in the figure
Correct answer: Picric acid
Solution
Picric acid (2,4,6-trinitrophenol) has pKa ~0.38, making it strong enough to react with NaHCO3 and release CO2. p-Nitrophenol (pKa ~7.1) is too weak to liberate CO2 from NaHCO3, though it dissolves in NaOH. HCl does release CO2 with NaHCO3 but option 4 references a missing figure making it unverifiable; among the clearly identifiable options, Picric acid alone satisfies both conditions as a phenol.
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