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


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Article Info

DATE

1972-01

AUTHORS

A. W. Schwab, E. N. Frankel, E. J. Dufek, J. C. Cowan

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. More... »

PAGES

75-79

References to SciGraph publications

  • 1969-03. Hydroformylation of unsaturated fatty esters in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1971-05. Methyl 9(10)-formylstearate by selective hydroformylation of oleic oils in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
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    http://scigraph.springernature.com/pub.10.1007/bf02545144

    DOI

    http://dx.doi.org/10.1007/bf02545144

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