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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap260

Use values: the compound shown 7.15, 3-methylphenol 10.1, first of carbonic acid 6.4. Choose all correct statements about the compound shown.

  1. AIt is a stronger acid than 3-methylphenol.
  2. BIt liberates carbon dioxide from aqueous sodium hydrogencarbonate.
  3. CExcess bromine water brominates it at the positions ortho to the hydroxyl group.
  4. DIt is steam volatile because of intramolecular hydrogen bonding.

Answer: A, C

The compound is 4-nitrophenol. Its of 7.15 is lower than that of 3-methylphenol (A true) but higher than 6.4, so it does not release from bicarbonate (B false). The hydroxyl group still directs bromine to its ortho positions (C true). The para isomer has only intermolecular hydrogen bonds and is not steam volatile (D false).
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