JEE Main Chemistry question

Which of the following reactions proceeds via a secondary free radical?

(A)CH₃–CH=CH₂ + HBr → CH₃–CHBr–CH₃ (ionic)
(B)CH₃–CH=CH₂ + HBr --(UV light)--> CH₃–CH₂–CH₂BrCorrect
(C)C₆H₆ + Br₂/FeBr₃ → C₆H₅Br
(D)C₆H₆ + Br₂/UV light → CH₃–CH₂Br

Answer: (B)

Solution

Under UV/peroxide conditions, Br• adds first to the terminal carbon of propene, generating the more stable secondary radical at C2; subsequent H-abstraction gives the anti-Markovnikov

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Question ID VK-139305