Mass spectral study of the CWC-related S-alkyl methylphosphonochloridothioites/S,S′-dialkyl (alkyl′)methylphosphonodithioites under gas chromatography-mass spectrometry conditions

Abstract

A class of S-alkyl methylphosphonochloridothioites 3 (11 compounds), S,S′-dialkyl methylphosphonodithioites 4 (12 compounds) and S-alkyl S′-alkyl′ methylphosphonodithioites 5 (9 compounds) were synthesized and were analyzed using gas chromatography-electron ionization mass spectrometer (GC-EIMS). Generalized fragmentation pathways under experimental condition for synthesized compounds are proposed based on analysis of fragment ions of deuterated analogs and density functional theory (DFT) calculations. Results of the study were undertaken with a view to enrich the Organization for the Prohibition of Chemical Weapons (OPCW) Central Analytical Database (OCAD), which may be used for detection and identification of Chemical Weapons Convention (CWC)-related chemicals during on-site inspection and/or off-site analysis, such as OPCW proficiency tests. © 2015 Elsevier B.V. All rights reserved.