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United States Department of Agriculture

Agricultural Research Service

Title: Reaction of Monounsaturated Fatty Compounds with Selenium Dioxide/hydrogen Peroxide. Nmr Characterization of Fatty Selenite Esters

Authors
item Knothe, Gerhard
item Glass, Richard - UNIV OF ARIZONA
item Schroeder, T - UNIV OF ARIZONA
item Bagby, Marvin

Submitted to: Journal of the American Oil Chemists' Society
Publication Type: Abstract Only
Publication Acceptance Date: May 1, 1996
Publication Date: N/A

Technical Abstract: The reaction of fatty compounds containing isolated double bonds with the selenium dioxide / hydrogen peroxide system in CH2Cl2 affords vicinal diols, epoxides, and novel cyclic selenite esters depending on the reaction time. The formation of diols likely proceeds with the epoxides and selenite esters as intermediates. Selenite esters were isolated, and their structure was elucidated by NMR including 77Se-NMR and lanthanide shift experiments in 1H-NMR. The selenite esters exist as cis / trans isomers.

Last Modified: 12/21/2014
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