Catalytic epoxidation of methyl linoleate

The epoxidation of methyl linoleate was examined using transition metal complexes as catalysts. With a catalytic amount of methyltrioxorhenium (4 mol%) and pyridine, methyl linoleate was completely epoxidized by aqueous H2O2 within 4 h. Longer reaction times (6 h) were needed with 1 mol% catalyst lo...

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Bibliographic Details
Published in:Journal of the American Oil Chemists' Society 2004-05, Vol.81 (5), p.477-480
Main Authors: Du, G, Tekin, A, Hammond, E.G, Woo, L.K
Format: Article
Language:English
Subjects:
Biological and medical sciences
CARBOXYLIC ACID ESTERS
CATALYSTS
Catalytic epoxidation
EPOXIDES
epoxidized fatty acid methyl esters
Fat industries
fatty acid esters
Food industries
Fundamental and applied biological sciences. Psychology
INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY
iron porphyrin
linoleic acid
LINOLENIC ACID
manganese porphyrin
methyl linoleate
methyltrioxorhenium
OXIDATION
soybean oil
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Summary:The epoxidation of methyl linoleate was examined using transition metal complexes as catalysts. With a catalytic amount of methyltrioxorhenium (4 mol%) and pyridine, methyl linoleate was completely epoxidized by aqueous H2O2 within 4 h. Longer reaction times (6 h) were needed with 1 mol% catalyst loading. Manganese tetraphenylporphyrin chloride was found to catalyze the partial epoxidation of methyl linoleate. A monoepoxidized species was obtained as the major product (63%) after 20 h.
ISSN:0003-021X
1558-9331
DOI:10.1007/s11746-004-0926-3