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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g3153

Which of the following alkenes give a primary alkyl bromide as the MAJOR product with in the presence of a peroxide?

  1. APropene
  2. B2-Methylpropene
  3. CBut-2-ene
  4. DStyrene ()

Answer: A, B, D

In the radical path adds to the less hindered, less substituted carbon of the double bond so as to give the more stable radical. Propene gives 1-bromopropane, 2-methylpropene gives 1-bromo-2-methylpropane, and styrene gives (2-bromoethyl)benzene. But-2-ene is symmetric and gives 2-bromobutane, a secondary bromide, either way. Answer: 1, 2 and 4.
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