Degradation of Sulfur Mustard on Moist Sand as Determined by ¹³C Solid‐State Magic Angle Spinning Nuclear Magnetic Resonance

References

• Jackson , K. E. 1934 . β,β‐Dichloroethyl sulfide (mustard gas) . Chem. Rev. , 15 : 425 – 462 .
   Google Scholar
• D'Agostino , P. A. and Provost , L. R. 1988 . Capillary column isobutane cheimcal ionization mass spectrometry of mustard and related compounds . Biomed. Environ. Mass Spectrom. , 15 : 553 – 564 .
   PubMedGoogle Scholar
• Szinicz , L. 2005 . History of chemical and biological warfare agents . Toxicology , 214 : 167 – 181 .
   PubMed Web of Science ®Google Scholar
• Budiansky , S. 1984 . United nations accuses Iraq of military use . Nature , 308 : 483
   PubMed Web of Science ®Google Scholar
• Amato , E. , Alcaro , L. , Corsi , I. , Della Torre , C. , Farchi , C. , Focardi , S. , Marino , G. and Tursi , A. 2006 . An integrated ecotoxicological approach to assess the effects of pollutants released by unexploded chemical ordnance dumped in the southern adriatic (Mediterranean Sea) . Marine Biol. , 149 : 17 – 23 .
   Web of Science ®Google Scholar
• Chepesuik , R. 1997 . A sea of trouble? . Bull. Atomic Scientists , : 40 – 44 .
   Google Scholar
• Sanginiti , T. 2005 . Clamshell cleanup cost nears $6 million . The News Journal , : B1 – B2 .
   Google Scholar
• Zurer , P. 1998 . Japanese cult used VX to slay member . C&EN , 76 : 7
   Google Scholar
• Black , R. M. , Clark , R. J. , Read , R. W. and Reid , M. T. J. Identification of nerve agent and sulphur mustard residues in soil samples collected four years after a chemical attack . Proceedings of the 1993 Scientific Conference on Chemical Defense Research . Edited by: Williams , J. D. Jr. , Berg , D. A. and Reeves , P. J. pp. 227 – 223 . Aberdeen Proving Ground, MD : U.S. Army ERDEC . ERDEC‐SP‐024
   Google Scholar
• Wagner , G. W. and MacIver , B. K. 1998 . Degradation and fate of mustard in soil as determined by 13C MAS NMR . Langmuir , 14 : 6930 – 6934 .
   Web of Science ®Google Scholar
• Wilson , R. E. , Fuller , E. W. and Schurr , M. O. 1922 . The solubility and specific rates of hydrolysis of mustard gas in water . J. Am. Chem. Soc. , 42 : 2867 – 2878 .
   Google Scholar
• Bales , S. H. and Nickelson , S. A. 1923 . Hydrolysis of β,β‐dichlorodiethyl sulphide and action of hydrogen halides on divinyl sulfide . J. Chem. Soc. , 123 : 2486 – 2489 .
   Google Scholar
• Davies , J. S. H. and Oxford , A. E. 1931 . Formation of sulphonium chlorides and of unsaturated substances by the action of water and of aqueous alcoholic potash on β,β'‐dichlorodiethyl sulphide . J. Chem. Soc. , : 224 – 236 .
   Google Scholar
• Stein , W. H. , Moore , S. and Bergmann , M. 1946 . Chemical reactions of mustard gas and related compounds. I. The transformations of mustard gas in water. Formation and properties of sulfonium salts derived from mustard gas . J. Org. Chem. , 11 : 664 – 674 .
   Web of Science ®Google Scholar
• Yang , Y.‐C. , Szafraniec , L. L. , Beaudry , W. T. and Ward , J. R. 1987 . Direct NMR measurements of sulfonium chlorides produced from the hydrolysis of 2‐chloroethyl sulfides . J. Org. Chem. , 52 : 1637 – 1638 .
   Web of Science ®Google Scholar
• Yang , Y.‐C. , Szafraniec , L. L. , Beaudry , W. T. and Ward , J. R. 1988 . Kinetics and mechanism of the hydrolysis of 2‐chloroethyl sulfides . J. Org. Chem. , 53 : 3293 – 3297 .
   Web of Science ®Google Scholar
• Yang , Y.‐C. , Baker , J. A. and Ward , J. R. 1992 . Decontamination of chemical warfare agents . Chem. Rev. , 92 : 1792 – 1729 .
   Google Scholar
• Tilley , R. I. 1993 . The hydrolysis of bis(2‐chloroethyl) sulfide (sulfur mustard) in aqueous mixtures of ethanol, acetone and dimethyl sulfoxide . Aust. J. Chem. , 46 : 293 – 300 .
   Google Scholar
• Bartlett , P. C. and Swain , C. G. 1949 . Kinetics of hydrolysis and displacement reactions of β,β’‐dichlorodiethyl sulfide (mustard gas) and of β‐chloro‐β’‐hydroxydiethyl sulfide (mustard chlorohydrin) . J. Am. Chem. Soc. , 71 : 1406 – 1415 .
   PubMed Web of Science ®Google Scholar
• Logan , T. P. and Sartori , D. A. 2003 . Nuclear magnetic resonance aanalysis of the solution and solvolysis of sulfur mustard in deuterium oxide . Toxicol. Mechanisms Methods , 13 : 235 – 240 .
   PubMed Web of Science ®Google Scholar
• Brevett , C. A. S. , Sumpter , K. B. , Wagner , G. W. and Rice , J. S. 2007 . Degradation of the blister agent sulfur mustard, bis(2‐chloroethyl) sulfide on concrete . J. Hazardous Mater. , 140 : 353 – 360 .
   PubMed Web of Science ®Google Scholar
• Tang , H. , Cheng , Z. , Xu , M. , Huang , S. and Zhou , L. 2006 . A preliminary study on sorption, diffusion and degradation of mustard (HD) in cement . J. Hazardous Mater. , 128 : 227 – 232 .
   PubMedGoogle Scholar
• Wagner , G. W. , Bartram , P. W. , Koper , O. and Klabunde , K. J. 1999 . Reactions of VX, GD and HD with nanosize MgO . J. Phys. Chem. B. , 103 : 3225 – 3228 .
   Web of Science ®Google Scholar
• Wagner , G. W. , Koper , O. , Lucas , E. , Decker , S. and Klabunde , K. J. 2000 . Reactions of VX, GD and HD with nanosize CaO. autocatalytic dehydrogenation of HD . J. Phys. Chem. B. , 104 : 5118 – 5123 .
   Web of Science ®Google Scholar
• Wagner , G. W. , Procell , L. R. , O'Connor , R. J. , Munavalli , S. , Carnes , C. L. , Kapoor , P. N. and Klabunde , K. J. 2001 . Reactions of VX, GD and HD with nanosize Al2O3. Formation of aluminophosphonates . J. Am. Chem. Soc. , 123 : 1636 – 1644 .
   PubMed Web of Science ®Google Scholar
• Wagner , G. W. and Bartram , P. W. 1999 . Reactions of VX, HD and their simulants with NaY and AgY zeolites. Desulfurization of VX on AgY . Langmuir , 15 ( 23 ) : 8113 – 8118 .
   Google Scholar
• Karwacki , C. J. , Buchanan , J. H. , Mahle , J. J. , Buettner , L. C. and Wagner , G. W. 1999 . Effect of temperature on the desorption and decomposition of mustard from activated carbon . Langmuir , 15 : 8645 – 8650 .
   Google Scholar
• Wagner , G. W. , MacIver , B. K. and Yang , Y.‐C. 1995 . Magic Angle spinning NMR study of adsorbate reactions on activated charcoal . Langmuir , 11 : 1439 – 1442 .
   Google Scholar
• Prasad , G. K. and Singh , B. 2004 . Reactions of sulphur mustard on impregnated carbons . J. Hazardous Mater. , B116 : 213 – 217 .
   Google Scholar
• Prasad , G. K. , Singh , B. , Suryanarayana , M. V. S. and Batra , B. S. 2005 . Kinetics of degradation of sulphur mustard on impregnated carbons . J. Hazardous Mater. , B121 : 159 – 165 .
   Google Scholar
• Sharma , A. , Saxena , A. , Singh , B. , Sharma , M. , Suryanarayana , M. V. S. , Semwal , R. P. , Ganeshan , K. and Sekhar , K. 2006 . In‐situ degradation of sulphur mustard and its simulants on the surface of impregnated carbons . J. Hazardous Mater. , B133 : 106 – 112 .
   Web of Science ®Google Scholar
• Wagner , G. W. , MacIver , B. K. , Rohrbaugh , D. K. and Yang , Y.‐C. 1999 . Thermal degradation of bis(2‐chloroethyl) sulfide (mustard gas) . Phosphorus Sulfur Silicon , 152 : 65 – 76 .
   Web of Science ®Google Scholar
• Williams , A. H. 1947 . The thermal decomposition of 2:2'‐dichlorodiethyl sulphide . J. Chem. Soc. , : 318 – 320 .
   PubMedGoogle Scholar
• Bell , E. V. , Bennett , G. M. and Hock , A. L. 1927 . Decomposition of some halogenated sulphides, and the nature of the “polymeric” ethylene sulphides . J. Chem. Soc. , : 1803 – 1809 .
   Google Scholar
• Borak , J. and Sidell , F. R. 1992 . Agents of chemical warfare: sulfur mustard . Ann. Emerg. Med. , 21 : 303 – 307 .
   PubMed Web of Science ®Google Scholar
• Munro , N. B. , Talmage , S. S. , Griffin , G. D. , Waters , L. C. , Watson , A. P. , King , J. F. and Hauschild , V. 1999 . The sources, fate and toxicity of chemical warfare agent degradation products . Environ. Health Perspectives , 107 ( 12 ) : 933 – 974 .
   PubMedGoogle Scholar
• D'Agostino , P. A. , Provost , L. R. , Hansen , A. S. and Luoma , G. A. 1989 . Identification of mustard related compounds in aqueous samples by gas chromatography/mass spectrometry . Biomed. Environ. Mass Spectrom. , 18 : 484 – 491 .
   Google Scholar
• Rohrbaugh , D. K. and Yang , Y.‐C. 1997 . Liquid chromatography/electrospray mass spectrometry of mustard‐related sulfonium ions . J. Mass. Spectrom. , 32 : 1247 – 1252 .
   Web of Science ®Google Scholar
• Braun , S. , Kalinowski , H.‐O. and Berger , S. 1998 . 150 and More Basic NMR Experiments 155 – 158 . New York : Wiley‐VCH .
   Google Scholar
• Tian , J. and Yin , Y. 2004 . Acceleration of carbon‐13 spin‐lattice relaxation times in amino acids by electrolytes . Magn. Reson. Chem. , 42 : 641 – 647 .
   PubMedGoogle Scholar
• Levine , I. N. 1978 . Physical Chemistry 518 – 524 . McGraw‐Hill .
   Google Scholar