Grignard reagents react slowly with oxetane to produce primary alcohols. Propose a mechanism for this reaction, and

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Grignard reagents react slowly with oxetane to produce primary alcohols. Propose a mechanism for this reaction, and suggest why oxetane reacts with Grignard reagents even though most ethers do not.

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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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Question Posted: Apr 29, 2016 12:58 PM

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Grignard reagents react slowly with oxetane to produce primary alcohols. Propose a mechanism for this reaction, and

Question:

R-Mg-X + R_CHCH.CH2-o.MgX → Grignard reagent oxetane salt of 1° alcohol

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This mechanism is similar to cleavage of the epoxide in ...View the full answer

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