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Electron ionization mass spectrometric determination of double bond position in monounsaturated α,β‐ and β,γ‐isomeric isoprenoid acids
Author(s) -
Rontani J.F.
Publication year - 1998
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19980731)12:14<961::aid-rcm252>3.0.co;2-y
Subject(s) - chemistry , double bond , electron ionization , derivatization , trimethylsilyl , mass spectrometry , osmium tetroxide , chemical ionization , epoxide , mass spectrum , stereospecificity , gas chromatography , ionization , chromatography , organic chemistry , ion , catalysis , electron microscope , physics , optics
Various derivatization methods have been tested for their usefulness in determining the position of double bonds in α,β‐ and β,γ‐unsaturated isoprenoid acids by gas chromatography/electron ionization mass spectrometry. Stereospecific oxidation with osmium tetroxide followed by trimethylsilylation gave positive results, while the use of dimethyl disulphide, epoxide and pyrrolidide derivatives must be discarded. Configurations of the double bonds of α,β‐unsaturated isoprenoid acids could be easily determined from electron ionization mass spectra of their methyl and trimethylsilyl esters. © 1998 John Wiley & Sons, Ltd.