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JEE Main levelSingle correct optionDifficulty 2 of 3o2073

Toluene is treated with under UV light without any Lewis acid catalyst. The major product is

  1. A1-chloro-3-methylbenzene
  2. B2-chlorotoluene
  3. C4-chlorotoluene
  4. D

Answer: D

Under light the reaction is a radical substitution. abstracts a benzylic hydrogen to give the resonance-stabilised benzyl radical, which gives benzyl chloride. Ring chlorination would need a Lewis acid such as .
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