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