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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2220

3-Methylbut-1-ene reacts with with and without peroxide. Which statements are correct?

  1. AIn the peroxide path, the secondary radical rearranges by a hydride shift to a tertiary radical
  2. BIn the peroxide path, the secondary radical abstracts H from HBr in a propagation step
  3. CWithout peroxide the major product is 2-bromo-2-methylbutane
  4. DWith peroxide the major product is 1-bromo-3-methylbutane

Answer: B, C, D

Radical addition puts on the terminal carbon, and the secondary radical abstracts H from HBr to give the primary bromide and regenerate . The ionic path gives a hydride shift and the tertiary bromide. Radicals of this type do not undergo 1,2-hydride shifts to any significant extent.
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