When isobutene (2-methylpropene) reacts with in the presence of organic peroxides, what is the princ — Reaction Mechanism Chemistry Question
Question
When isobutene (2-methylpropene) reacts with $HBr$ in the presence of organic peroxides, what is the principal product formed?
Answer: B
💡 Solution & Explanation
In the presence of peroxides, $HBr$ undergoes a free radical addition mechanism (peroxide effect or Kharasch effect). The bromine free radical ($Br^\cdot$) attacks the terminal carbon of the double bond to generate the more stable tertiary carbon radical intermediate. Subsequent abstraction of a hydrogen atom from $HBr$ yields the anti-Markovnikov product, isobutyl bromide (1-bromo-2-methylpropane).
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