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Phosphoric amides. 7—Mass spectrometry of phosphoric amido esters: Fragmentation patterns and migratory aptitudes
Author(s) -
Davidowitz Bette,
Modro Tomasz A.
Publication year - 1984
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210190304
Subject(s) - chemistry , fission , phosphoramidate , fragmentation (computing) , mass spectrum , mass spectrometry , nitrogen atom , phosphate , medicinal chemistry , phosphoric acid , nitrogen , cleavage (geology) , organic chemistry , group (periodic table) , stereochemistry , chromatography , operating system , physics , geotechnical engineering , quantum mechanics , fracture (geology) , computer science , neutron , engineering
Mass spectra of 38 organophosphorus compounds, containing both phosphate ester (P(O)OR) and phosphoramidate (P(O)NR′R″) functional groups, were recorded and discussed. Attention was focused on PN bond cleavage, which can involve simple fission, fission accompanied by hydrogen migration from the ester group and fission accompanied by the migration of the ester R group to the departing nitrogen atom. Fragmentations characteristic for the N (β‐chloroethyl) derivatives (phosphorylated nitrogen mustards) are also presented.