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JEE Advanced levelSingle correct optionDifficulty 3 of 3el110

Chloroxylenol, a component of Dettol, is 4-chloro-3,5-dimethylphenol. With C = 12, H = 1, O = 16 and Cl = 35.5, its molar mass and the class of compound are

  1. A156.5 g/mol; a benzylic alcohol
  2. B191.0 g/mol; a phenol (hydroxyl group on the benzene ring)
  3. C142.5 g/mol; a phenol (hydroxyl group on the benzene ring)
  4. D156.5 g/mol; a phenol (hydroxyl group on the benzene ring)

Answer: D

The ring carries OH, Cl and two CH3 groups, so the formula is C8H9ClO: 8(12) + 9(1) + 35.5 + 16 = 156.5 g/mol. The OH is attached directly to the benzene ring, so it is a phenol. 142.5 would be a chlorocresol (one methyl group) and 191.0 would have two chlorine atoms.
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