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JEE Advanced levelSingle correct optionDifficulty 3 of 3si037

An isomer of gives violet colour with neutral , and with excess bromine water it gives a white precipitate in which three hydrogen atoms of the ring have been replaced by bromine. The compound is

  1. A4-methylphenol
  2. Bmethoxybenzene
  3. C3-methylphenol
  4. D2-methylphenol

Answer: C

The violet colour shows a phenolic , which excludes methoxybenzene. Bromine enters the free positions ortho and para to . 2-Methylphenol has only positions 4 and 6 free, 4-methylphenol only 2 and 6, but in 3-methylphenol positions 2, 4 and 6 are all free, giving the tribromo product.
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