Methyl 9(10)-carboxystearate by catalytic oxidation of hydroformylated oleate

doi:10.1007/BF02545144

Paper

Methyl 9(10)-carboxystearate by catalytic oxidation of hydroformylated oleate

Published Jan 1, 1972 · A. Schwab, E. Frankel, E. Dufek

Journal of the American Oil Chemists’ Society

23

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0

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Abstract

Abstract Methyl 9(10)‐formylstearate from hydroformylated oleate is autoxidized effectively to the corresponding carboxystearate in the presence of metal naphthenates at 20 C. Up to 95% conversion is obtained by treatment with Ca naphthenate for 24 hr. Catalyst activity based on disappearance of formylstearate approximates the following order: Co>Pb>Mn>Ce>Fe>Zr>Ca. Decreasing yields of carboxyester obtained with different catalysts follow the approximate order: Ca>Pb≈Fe≈Zr≈Mn>Co>Ce. The active redox metal catalysts such as Co, Ce and Mn produce varying amounts of methyl stearate, epoxy‐, keto‐ and hydroxystearate as side products. Ca naphthenate minimizes free radical decarbonylation and other side reactions. Mechanisms are proposed for the formation of side products.

Study Snapshot

Catalytic oxidation of hydroformylated oleate to methyl 9(10)-carboxystearate with calcium naphthenate effectively converts methyl 9(10)-formylstearate to carboxystearate, with up to 95% conversion achieved.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Methyl 9(10)-carboxystearate by catalytic oxidation of hydroformylated oleate

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