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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc214

Which reagent sequence converts benzene into 1-bromo-3-nitrobenzene most efficiently?

  1. A, then
  2. B, then
  3. C, light, then
  4. D, then , light

Answer: B

The meta product requires the meta-directing nitro group to be installed first, so that bromination goes to C3. Brominating first would give o- and p-bromonitrobenzene. Bromine with light is a radical process and does not substitute on a ring without a benzylic position.
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