Abstract

Trimethylsilylated methyl esters of octadecadienoic, eicosadienoic, and octadecatrienoic acids, after stereospecific oxidation, were investigated by combined gas chromatography-chemical ionization mass spectrometry. Molecular weight could be determined by the ions at m e (M −11) + and ( M + 73) + and the characteristic ions derived from the sequential elimination of trimethylsilanols from a protonated molecule MH +. The position of original double bonds could be deduced from the recognizable ions which were produced by the cleavage of carbon-carbon bonds between the two trimethylsilyl ethers. The mode of fragmentation was confirmed by the mass spectra of deuteriomethyl derivatives of linoleic acid.

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