1968Advances in chemistry seriesRequires access

Evidence for a New Mechanism of Ozonolysis

Paul R. Story, CLYDE E. BISHOP, JOHN R. BURGESS, JOHN B. OLSON, R. W. MURRAY, Raymond D. Youssefyeh

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Abstract

Generation of oxygen-18 labeled ozonides followed by location of the isotopic label using reductive techniques has served to substantiate a new mechanism of ozonolysis which was proposed to account for the dependence of ozonide cis/trans ratios on olefin geometry. The new mechanism requires fragmentation of the molozonide to produce some aldehyde and zwitterion but further requires that ozonide may also be formed by the reaction of molozonide and aldehyde.

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What this paper is about

Generation of oxygen-18 labeled ozonides followed by location of the isotopic label using reductive techniques has served to substantiate a new mechanism of ozonolysis which was proposed to account for the dependence of ozonide cis/trans ratios on olefin geometry. The new mechanism requires fragmentation of the molozonide to produce some aldehyde and zwitterion but further requires that ozonide may also be formed by the reaction of molozonide and aldehyde.

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Available abstract

Generation of oxygen-18 labeled ozonides followed by location of the isotopic label using reductive techniques has served to substantiate a new mechanism of ozonolysis which was proposed to account for the dependence of ozonide cis/trans ratios on olefin geometry. The new mechanism requires fragmentation of the molozonide to produce some aldehyde and zwitterion but further requires that ozonide may also be formed by the reaction of molozonide and aldehyde.

Key concepts: Ozonide, Ozonolysis, Zwitterion, Aldehyde, Chemistry, Mechanism (biology), Fragmentation (computing), Olefin fiber

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