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H ₃ C - CH = CH ₂ + H - Br ( C ₆ H ₅ CO )₂ O ₂, Benzoyl peroxide H ₃ C - CH ₂- CH ₂- Br Which of the following rules is followed when the above reaction occurs?

Options

  1. AMarkovnikovs rule
  2. BAnti-Markovnikovs rule
  3. CSaytzeff rule
  4. DHuckel rule

Correct answer

B. Anti-Markovnikovs rule

Step-by-step solution

The addition of HBr to an unsymmetrical alkene in the presence of a peroxide (such as benzoyl peroxide) proceeds via a free radical mechanism. The bromine free radical adds to the less substituted carbon atom of the double bond to generate a more stable secondary free radical intermediate. This leads to the formation of 1-bromopropane ( H ₃ C - CH ₂- CH ₂- Br ) as the major product. This regioselectivity is opposite to Markovnikov's rule and is known as the peroxide effect, Kharasch effect, or Anti-Markovnikov's ru

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