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JEE Main levelSingle correct optionDifficulty 2 of 3o2226

The alkene shown reacts with and a peroxide, . Which structure is the major product?

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

Answer: A

The alkene is 2-methylbut-2-ene. In the radical chain the bromine atom adds to the less substituted carbon (C-3) so that the more stable tertiary radical forms at C-2; this radical takes H from . The product is 2-bromo-3-methylbutane, the anti-Markovnikov isomer.
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