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JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Compounds Containing Nitrogen

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An organic compound 'X' showing the following solubility profile is:
  1. (A)Oleic acid
  2. (B)o - Toluidine
  3. (C)Benzamide
  4. (D)m - Cresol✓ Correct

Answer: (D)

Solution

The solubility pattern tells the story: the compound dissolves in sodium hydroxide but not in sodium bicarbonate, the signature of a weak acid such as a phenol rather than a strong carboxylic acid. Oleic acid, being a carboxylic acid, would dissolve in both bases, while o-toluidine and benzamide are not acidic enough for either. Only m-cresol, a phenol, is weakly acidic enough to dissolve in the stronger base alone, so the compound is m-cresol.

JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Single correct option

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