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Recent advances in the determination of the structure of fatty acids via ozonolysis
Author(s) -
Privett O. S.,
Nickell E. C.
Publication year - 1966
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/bf02646797
Subject(s) - ozonolysis , ozonide , chemistry , fatty acid , organic chemistry , double bond , long chain fatty acid , unsaturated fatty acid , polyunsaturated fatty acid , oxidative cleavage , cleavage (geology) , yield (engineering) , chromatography , catalysis , biology , materials science , paleontology , fracture (geology) , metallurgy
Important factors and new techniques in the application of ozonolysis to the localization of double bond positions in unsaturated fatty acids are elaborated. Solvent polarity was shown to exert a profound influence on the yield and composition of ozonides. The influence of fatty acid structure on ozonide formation and the thin‐layer chromatography (TLC) of ozonides of a number of different types of unsaturated fatty acids are illustrated. Simple methods for the ozonization of unsaturated fatty acid esters and the cleavage of ozonides by reduction and pyrolysis are described. Applications of ozonolysis to the determination of the structures of geometric isomers, hydroxy, epoxy and cyclic olefinic fatty acids, and the localization of radioactivity along the chain of unsaturated fatty acids are illustrated.