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NEET levelSingle correct optionDifficulty 1 of 3g3235

A bromine atom abstracts one hydrogen atom from the compound shown. Which radical shown is formed preferentially?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: D

The compound shown is toluene. Abstraction from the methyl group gives the benzyl radical, whose unpaired electron is delocalised over the ring by resonance. Aryl radicals (o-, m- and p-tolyl) have the electron in an sp orbital in the plane of the ring and cannot be delocalised, so the benzyl radical is by far the most stable.
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