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Volatile decomposition products of the oxidative polymers of ethyl linolenate
Author(s) -
Johnson Ogden C.,
Chang S. S.,
Kummerow F. A.
Publication year - 1953
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02636941
Subject(s) - propionaldehyde , chemistry , acetaldehyde , linolenate , organic chemistry , crotonaldehyde , oxidative phosphorylation , decomposition , ketone , soybean oil , ethanol , catalysis , biochemistry , fatty acid
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.