2005
DOI: 10.1002/rcm.2165
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Gas chromatography/mass spectrometric analysis of methyl esters of N,N‐dialkylaminoethane‐2‐sulfonic acids for verification of the Chemical Weapons Convention

Abstract: This paper describes the synthesis and gas chromatography/electron ionization mass spectrometric (GC/EI-MS) analysis of methyl esters of N,N-dialkylaminoethane-2-sulfonic acids (DAESAs). These sulfonic acids are important environmental signatures of nerve agent VX and its toxic analogues, hence GC/EI-MS analysis of their methyl esters is of paramount importance for verification of the Chemical Weapons Convention. DAESAs were prepared by condensation of 2-bromoethane sulfonic acid with dialkylamines, and by con… Show more

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Cited by 14 publications
(15 citation statements)
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“…All compounds studied, 1 – 10 , were prepared by treating the corresponding N,N ‐dialkylaminoethyl‐2‐chloride with sodium bisulfite, following a known procedure 26. Formation of the compounds 1 – 10 in the reaction was confirmed by their GC/MS analyses after direct evaporation and methylation of the reaction mixture and matching their EI spectra with the reported spectra 26. The reaction products were not purified because the experiments were only performed at low concentrations (400 µM maximum) of N,N ‐dialkylaminoethyl‐2‐chloride.…”
Section: Methodsmentioning
confidence: 99%
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“…All compounds studied, 1 – 10 , were prepared by treating the corresponding N,N ‐dialkylaminoethyl‐2‐chloride with sodium bisulfite, following a known procedure 26. Formation of the compounds 1 – 10 in the reaction was confirmed by their GC/MS analyses after direct evaporation and methylation of the reaction mixture and matching their EI spectra with the reported spectra 26. The reaction products were not purified because the experiments were only performed at low concentrations (400 µM maximum) of N,N ‐dialkylaminoethyl‐2‐chloride.…”
Section: Methodsmentioning
confidence: 99%
“…N,N ‐Dialkylaminoethane‐2‐thiols are degradation products of VX‐type compounds, but they are also precursors in the synthesis of those compounds. Oxidation of N,N ‐dialkylaminoethane‐2‐thiols, for example, by detoxification of VX with bleach, produces N,N ‐dialkylaminoethane‐2‐sulphonic acids 25, 26. Therefore, N,N ‐dialkylaminoethane‐2‐sulphonic acids can be considered as markers for VX‐type compounds as well as for N,N ‐dialkylaminoethane‐2‐thiols in environmental samples.…”
mentioning
confidence: 99%
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“…48 Additionally the methyl esters of N,N-dialkylaminoethane-2-sulfonic acids, R 2 NCH 2 CH 2 S(O) 2 OCH 3 , were analyzed by GC-EI mass spectroscopy. 49 Rapid determination of pesticide residues in Chinese materia medica using QuEChERS sample preparation followed by gas chromatographymass spectrometry. 50 In a minipig model, plasma was used in studying (iPrO(P=O)Me-(OH)) and cyclohexyl-O(P=O)Me(OH).…”
Section: Mass Spectrometricmentioning
confidence: 99%
“…[123][124][125][126][127][128][129][130][131][132][133] The Vertox Laboratory, Defense Research and Development Establishment, Gwalior, is another laboratory in India formally designated for the off-site analysis of chemicals prohibited under the CWC. [134][135][136][137][138][139][140][141][142][143] Work by Dubey and colleagues within this laboratory is devoted to developing novel extraction, derivatization and analytical methods for the analysis of scheduled chemicals, related degradation products and their derivatives in various matrices. Mass spectrometry is used extensively in this work and data on scheduled chemicals and their derivatives, not available in the literature or in the commercial libraries, are continuously generated for inclusion in the OPCW library.…”
Section: Introductionmentioning
confidence: 99%