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Both compounds X and Y are only sparingly soluble in water. Both X and Y react with sodium metal with liberation of \(\mathrm{H_2}\) and are soluble in 5% aqueous NaOH. Compound X liberates…

Question and options

Both compounds X and Y are only sparingly soluble in water. Both X and Y react with sodium metal with liberation of H2\mathrm{H_2} and are soluble in 5% aqueous NaOH. Compound X liberates CO2\mathrm{CO_2} from sodium bicarbonate while compound Y is unreactive towards sodium bicarbonate. X and Y are __________ and __________ respectively.
  1. phenol and aromatic amine
  2. phenol and aliphatic carboxylic acid
  3. aliphatic carboxylic acid and aromatic carboxylic acid
  4. aromatic carboxylic acid and phenol

Answer and explanation

Correct answer: D - aromatic carboxylic acid and phenol
Both are acidic (react with Na, dissolve in NaOH). Only a carboxylic acid (pKa\mathrm{p}K_\mathrm{a} about 4-5) is acidic enough to liberate CO2\mathrm{CO_2} from NaHCO3\mathrm{NaHCO_3}; a phenol (pKa\mathrm{p}K_\mathrm{a} about 10) is not. Being sparingly water-soluble, X is an aromatic carboxylic acid such as benzoic acid and Y is a phenol.

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