The nature of the complex mixtures of monocyclic fatty acids formed in
heated sunflower oils and linseed oil are summarized. The analytical
approach involved fractionation of total cyclic fatty acids by silver
ion high-performance liquid chromatography and characterization by gas
chromatography - mass spectrometry of the picolinyl esters and/or dim
ethyloxazoline derivatives and Fourier transform infrared spectroscopy
of the methyl esters. The cyclic fatty acids derived from oleate were
saturated, those from linoleate were monoenes and those from linolena
te were dienes. They contained five- and six-membered rings and differ
ed according to the positions and configurations of the double bonds a
nd rings. Possible mechanisms for their formation via allylic radical
intermediates are discussed.