RELATION STRUCTURE-FRAGMENTATION SOUS IMPACT ELECTRONIQUE. I. FRAGMENTATION DE QUELQUES R-3 THIONO-3 TRIOXA-2,4,7 PHOSPHA-3 BICYCLO (4,4,0) DECANES DIASTEREOISOMERES
- 1 November 1983
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 17 (2) , 173-188
- https://doi.org/10.1080/03086648308077539
Abstract
The mass spectra at 70 eV and lower energies of eight pairs of 2,4,7-trioxa-3-phospha-3R-3-thiono bicyclo (4.4.0) decanes, epimeric at phosphorus, have been examined in detail. Beside specific fragmentations typical of the exocyclic substituents, common processes are observed for all compounds. The principal fragmentation routes involve loss of RPO2S group with single and double hydrogen rearrangements, leading to carbon containing ions of high intensity. Differences between the mass spectra of each pair of diastereoisomers are noted and rationalized in terms of the geometrical orientation of the P[dbnd]S bond. Les spectres de masse (70 eV et basse énergie) de huit paires de R-3 thiono-3 trioxa-2,4,7 phospha-3 bicyclo (4,4,0) décanes, épimères au niveau du phosphore, ont été étudiés en détail. A coté de fragmentations typiques de la nature du groupe exocyclique, on note un certain nombre de coupures communes à tous les composés. Les principaux processus de fragmentation mettent en jeu la perte du groupe RPO2S avec réarrangement à un ou deux hydrogènes, conduisant à des ions hydrocarbonés de grande intensité. Les différences entre les spectres de masse de chaque paire de diastéréoisomères sont expliquées par l'orientation des liaisons au niveau de l'atome de phosphore.Keywords
This publication has 30 references indexed in Scilit:
- ETUDE EN RESONANCE MAGNETIQUE NUCLEAIRE DU 1 H ET DU 31 P. STEREOCHIMIE DE DIASTEREOISOMERES EN SERIE R-3 THIONO-3 TRIOXA-2,4,7 PHOSPHA-3 BICYCLO (4,4,0) DECANEPhosphorus and Sulfur and the Related Elements, 1983
- SYNTHESIS OF DIASTEREOISOMERIC 2,4,7-TRIOXA-3-PHOSPHA-3-R-3-THIONOBICYCLO (4.4.0) DECANES AS A MODEL FOR PHOSPHORUS NUCLEOPHILIC SUBSTITUTION STUDIESPhosphorus and Sulfur and the Related Elements, 1982
- CYCLIC ORGANOPHOSPHORUS COMPOUNDS. PART XVI1. MASS SPECTROMETRIC FRAGMENTATION OF SOME 5,5-DIMETHYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDES AND 2-SULPHIDESPhosphorus and Sulfur and the Related Elements, 1981
- Some aspects of the electron impact induced fragmentation of diastereoisomeric thymidine cyclic 3′,5′‐phosphoranilidothioatesJournal of Mass Spectrometry, 1980
- CYCLIC ORGANOPHOSPHORUS COMPOUNDS. PART XV.14-t-BUTYL-2,6,7-TRIOXA-1-PHOSPHABICYCLO[2,2,2]OCTANE AND ITS OXIDEPhosphorus and Sulfur and the Related Elements, 1980
- Studies on the mechanism of electron impact induced SH radical loss from the diastereoisomeric 2-dimethylamino-2-thiono-4-methyl-1,3,2-dioxaphosphorinanesJournal of Mass Spectrometry, 1980
- The mass spectrometric fragmentation of some diastereoisomeric 4-methyl-1,3,2-dioxaphosphorinanesJournal of Mass Spectrometry, 1978
- Hydrogen rearrangements in cyclic phosphates during the electron impact-induced fragmentationJournal of Mass Spectrometry, 1976
- The Mass Spectrometric Fragmentation of Some 5,5-Dimethyl-2-oxo-1,3,2-dioxaphosphorinanes.Acta Chemica Scandinavica, 1976
- Mass spectra of phosphoramidic acid estersJournal of Mass Spectrometry, 1972