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Volatile compounds from thermally oxidized methyl oleate.
D A Withycombe1, L M Libbey1, R C Lindsay1
1Department of Food Science and Technology, Oregon State University, 97331, Corvallis.
Thermal oxidation of methyl oleate at 50-150°C produces degradation products. Autoxidation is the likely mechanism, identified through gas liquid chromatography and mass spectrometry analysis.
Area of Science:
- Organic Chemistry
- Chemical Kinetics
- Oxidation Reactions
Background:
- Methyl oleate is a common fatty acid ester.
- Understanding its thermal degradation is crucial for various industrial applications.
- Autoxidation is a known degradation pathway for unsaturated esters.
Purpose of the Study:
- To investigate the thermal oxidation of methyl oleate.
- To identify the degradation products formed.
- To elucidate the mechanism of degradation at elevated temperatures.
Main Methods:
- Thermal oxidation experiments conducted from 50°C to 150°C for up to 30 minutes.
- Quantitative analysis of degradation products using gas liquid chromatography (GLC).
- Identification of products via mass spectrometry and confirmed by organic synthesis.
Main Results:
- Identified various degradation products including heptane, octane, 2-decanone, benzene, o-xylene, and methyl esters (hexanoate to octanoate).
- Mass spectrometry provided evidence for methyl pimelaldehydate, methyl suberaldehydate, and methyl azelaaldehydate.
- Organic synthesis confirmed the identity of methyl azelaaldehydate.
Conclusions:
- The observed degradation products strongly suggest that autoxidation is the primary mechanism responsible for methyl oleate decomposition under the studied thermal conditions.
- The study provides a detailed analysis of methyl oleate's thermal oxidation pathway.
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