Solved: (a) Based on what you know about the relative stabilities of alkyl cations and

Chapter 0, Problem 17-39

(choose chapter or problem)

(a) Based on what you know about the relative stabilities of alkyl cations and benzylic cations, predict the product of addition of HBr to 1-phenylpropene. (b) Propose a mechanism for this reaction. (c) Based on what you know about the relative stabilities of alkyl radicals and benzylic radicals, predict the product of addition of HBr to 1-phenylpropene in the presence of a free-radical initiator. (d) Propose a mechanism for this reaction.

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