Summary
Oxidative polymers which had been isolated from autoxidized ethyl linolenate were oxidatively decomposed in a closed system at room temperature. The decomposition products were collected in appropriate traps and separated into various fractions on the basis of their volatility and solubility. The aldehydes and ketones thus obtained were converted into 2,4-dinitrophenylhydrazones, chromatographed on silica gel, and the isolated 2,4-dinitrophenylhydrazones identified by standard procedures. Methyl ethyl ketone, propionaldehyde, acetaldehyde, and alpha-pentenal were positively identified, and evidence for the presence of crotonaldehyde and an unknown five-carbon-carbonyl compound was obtained.
Acetaldehyde, propionaldehyde, and alpha-pentenal have been isolated from the decomposition products of oxidatively decomposed reverted soybean oil by previous workers. If oxidative polymers of linolenate are present in reverted soybean oil, they could serve as precursors of the aldehydes and ketones which have been associated with flavor reversion.
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A report of work done under contract with the U. S. Department of Agriculture and authorized by the Research and Marketing Act of 1946. The contract is being supervised by the Northern Regional Research Laboratory of the Bureau of Agricultural and Industrial Chemistry. Presented at the American Oil Chemists' Society meeting, Cincinnati, O., October 21, 1952.
With the armed forces.
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Johnson, O.C., Chang, S.S. & Kummerow, F.A. Volatile decomposition products of the oxidative polymers of ethyl linolenate. J Am Oil Chem Soc 30, 317–320 (1953). https://doi.org/10.1007/BF02636941
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DOI: https://doi.org/10.1007/BF02636941