Although oxirane (oxacyclopropane) and oxetane (oxacyclobutane) react with Grignard and organolithium reagents to form alcohols, tetrahydrofuran (oxacyclopentane)

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Although oxirane (oxacyclopropane) and oxetane (oxacyclobutane) react with Grignard and organolithium reagents to form alcohols, tetrahydrofuran (oxacyclopentane) is so unreactive that it can be used as the solvent in which these organometallic compounds are prepared. Explain the difference in reactivity of these oxygen heterocycles.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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