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JEE Main levelSingle correct optionDifficulty 2 of 3nc137

4-Bromo-2-methylaniline is diazotised with / dil. at 273-278 K and the product is treated with and water. The final organic product is

  1. A4-bromotoluene
  2. B3-bromotoluene (1-bromo-3-methylbenzene)
  3. C2-bromotoluene
  4. D4-bromo-2-methylphenol

Answer: B

Treatment with replaces the diazonium group by hydrogen (deamination). The remaining groups are CH3 at C-2 and Br at C-4 relative to the former amino carbon C-1, so they are 1,3 to each other. The product is 3-bromotoluene.
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