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On Criegee's mechanism of ozonisation: The isolation of the six possible ozonides from methyl oleate

✍ Scribed by G. Riezebos; J. C. Grimmelikhuysen; D. A. van Dorp

Book ID: 104586726
Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 767 KB
Volume: 82
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19630821212

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✦ Synopsis

Abstract

Ozonisation of methyl oleate in light petroleum at 10° yielded six ozonides. They were characterised as the three possible pairs of “cis‐” and “trans‐” isomers, which can be predicted on the basis of Criegee's theory. Our results indicate that a complete breakdown occurs of the oleate molecule into “zwitter‐ionic” and aldehydic fragments. Hence we exclude a mechanism proposed by Milas, where a complete breakdown of the molecule does not take place.

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