Explain why, when propylene oxide undergoes anionic polymerization, nucleophilic attack occurs at the less substituted carbon of the epoxide, but when it undergoes cationic polymerization, nucleophilic attack occurs at the more substituted carbon.

Chemistry for Today: General, Organic, and Biochemistry
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Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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Chapter12: Unsaturated Hydrocarbons
Section: Chapter Questions
Problem 12.35E
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Explain why, when propylene oxide undergoes anionic polymerization, nucleophilic attack occurs at the less substituted carbon of the epoxide, but when it undergoes cationic polymerization, nucleophilic attack occurs at the more substituted carbon.

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