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Electron ionization mass spectral fragmentation of some isoprenoid glycidic ethers
Author(s) -
Rontani J.F.,
Rabourdin A.,
Aubert C.
Publication year - 2001
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/rcm.484
Subject(s) - chemistry , fragmentation (computing) , trimethylsilyl , electron ionization , mass spectrum , epoxide , ether , ionization , chemical ionization , medicinal chemistry , mass spectrometry , deuterium , photochemistry , stereochemistry , organic chemistry , ion , catalysis , physics , quantum mechanics , chromatography , computer science , operating system
The electron ionization (EI) mass spectra of Z ‐ and E ‐2,3‐epoxy‐3,7,11,15‐tetramethylhexadecan‐1‐ol trimethylsilyl ethers are reported. These compounds present interesting fragmentation processes involving notably a transannular cleavage of the epoxide ring after transfer of the trimethylsilyl group. These pathways have been substantiated by deuterium labelling and comparison with the EI mass spectra of the isomeric 1,2‐epoxy‐3,7,11,15‐tetramethylhexadecan‐3‐ol trimethylsilyl ether and of the corresponding methyl ethers. Copyright © 2001 John Wiley & Sons, Ltd.