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Explain why, when propylene oxide undergoes anionic

Chapter 27, Problem 10P

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QUESTION:

Problem 10P

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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QUESTION:

Problem 10P

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.

ANSWER:

Solution  10P

Anionic polymerization  of the propylene oxide:

Propylene oxide undergoes anionic polymerization in presence of nucleophile attacks at the least substituted to yield  product

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