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JEE Main · 2022 · 26 Jun 2022 · Shift 1 · Alcohols Phenols and Ethers

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Compound 'P' on nitration with dil. yields two isomers (A) and (B). These isomers can be separated by steam distillation. Isomers (A) and (B) show the intramolecular and intermolecular hydrogen bonding respectively. Compound (P) on reaction with conc. yields a yellow compound 'C', a strong acid. The number of oxygen atoms is present in compound 'C' ______.

Answer: 7

Solution

Compound P is phenol. Dilute gives o-nitrophenol (A, intramolecular H-bonding, steam volatile) and p-nitrophenol (B, intermolecular H-bonding). Concentrated converts phenol to 2,4,6-trinitrophenol (picric acid, compound C), which is yellow and strongly acidic. Picric acid has the formula . Counting oxygen atoms: 3 nitro groups contribute oxygens, plus 1 from the OH group = 7 oxygen atoms total.

JEE Main · 2022 · 26 Jun 2022 · Shift 1 · Integer answer

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