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Analysis of Common Explosives in Different Solvents by Nuclear Magnetic Resonance Spectroscopy

Treść / Zawartość
Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The results of systematic multinuclear NMR studies of 2,4,6-trinitrotoluene (TNT), 1,3,5-trinitro-1,3,5-triazacyclohexane (RDX), 1,3,5,7-tetranitro-1,3,5, 7-tetraazacyclooctane (HMX) and 3-nitro-1,2,4-triazol-5-one (NTO) are presented. For comparison of interactions between the analytes and the solvents, experiments in both deuterated DMSO and CDCl3 (where possible) were performed. Complete assignment of the resonance signals for the compounds investigated are presented. Analysis of the high resolution NTO spectra leads to new conclusions about the different reactivities of the N-H protons. The results can be used for many analytical purposes, such as solvent matching for extracting traces of explosives, controlling the purity of various samples etc.
Słowa kluczowe
Rocznik
Strony
129--142
Opis fizyczny
Bibliogr. 22 poz., rys., tab.
Twórcy
autor
  • Military University of Technology, Faculty of New Technologies and Chemistry, 2 Kaliskiego St., 00-908 Warsaw, Poland
  • Military University of Technology, Faculty of New Technologies and Chemistry, 2 Kaliskiego St., 00-908 Warsaw, Poland
Bibliografia
  • [1] Caygill J.S., Davis F., Higson S.P., Current Trends in Explosive Detection Techniques, Talanta, 2012, 88, 14-29.
  • [2] Pirnat J., Luznik J., Jazbinsek V., Zagar V., Seliger J., Klapötke T.M., Trontelij Z., 14N NQR in the Tetrazole Family, Chem. Phys., 2009, 364, 98-104.
  • [3] Elyashberg M.E., Williams A.J., Martin G.E., Computer-assisted Structure Verification and Elucidation Tools in NMR-based Structure Elucidation, Prog. Nucl. Mag. Res. Sp., 2008, 53, 1-104.
  • [4] King J.D., De Los Santos A., Development and Evaluation of Magnetic Resonance Technologies, Particularly NMR, for Detection of Explosives, Appl. Mag. Res., 2004, 25, 535-565.
  • [5] Klasovity D., Zeman S., Ruzicka A., Jungova M., Rohac M., cis-1,3,4,6- Tetranitrooctahydroimidazo-[4,5-d]imidazole (BCHMX), Its Properties and Initiation Reactivity, J. Hazard. Mater., 2009, 164, 954-961.
  • [6] Palmas P., Girard E., Pasquinet E., Caron T., Poullain D., Spectral Assignments for 1H, 13C and 15N Solution and Solid-state NMR Spectra of s-Tetrazine and Dihydro-s-tetrazine Derivatives, Magn. Reson. Chem., 2007, 45, 65-71.
  • [7] Thorn K.A., Kennedy K.R., 15N NMR Investigation of the Covalent Binding of Reduced TNT Amines to Soil Humic Acid, Model Compounds, and Lignocellulose, Envir. Sci. Tech., 2002, 36, 3787-3796.
  • [8] Darwich Ch., Klapötke T.M., Sabate C., Structural and Preliminary Explosive Property Characterizations of New 3,4,5-Triamino-1,2,4-triazolium (Guanazinium) Salts, Propellants Explos. Pyrotech., 2008, 33, 336-346.
  • [9] Denffer M., Klapötke T.M., Kramer G., Spiess G., Welch J., Improved Synthesis and X-ray Structure of 5-Aminotetrazolium Nitrate, Propellants Explos. Pyrotech., 2005, 30(3), 191-195.
  • [10] Licht H., Ritter H., Bricher H., Bigler P., Tautomerism in Nitrotriazoles: Structure Investigation by Combined 1H, 13C and 15N NMR Spectroscopy, Magn. Reson. Chem., 1998, 36, 343-350.
  • [11] Ramalho T.C., Buhl M., Probing NMR Parameters, Structure and Dynamics of 5-Nitroimidazole Derivatives. Density Functional Study of Prototypical Radiosensitizers, Magn. Reson. Chem., 2005, 45, 139-146.
  • [12] Klapötke T.M., Piercey D., Stierstorfer J., Weyrauther M., The Synthesis and Energetic Properties of 5,7-Dinitrobenzo-1,2,3,4-tetrazine-1,3-dioxide (DNBTDO), Propellants Explos. Pyrotech., 2012, 37, 527-535.
  • [13] Infante-Vastillo R., Hernandez-Rivera S.P., On the Choice of Optimal Protocol for Calculation of 13C and 15N NMR Isotropic Chemical Shifts in Nitramine Systems, J. Mol. Struct. (THEOCHEM), 2010, 940, 124-128.
  • [14] Persons J., Harbison G., The 14N Quadrupole Coupling in Hexamethylene Triperoxide Diamine (HMTD), Magn. Reson. Chem., 2007, 45, 905-908.
  • [15] Sikder N., Bulakh N.K., Sikder A.K., Sarwade D.B., Synthesis, Characterization and Thermal Studies of 2-Oxo-1,3,5-trinitro-1,3,5-triazacyclohexane (Keto-RDX or K-6), J. Hazard. Mater., 2003, A96, 109-119.
  • [16] Anderson K., Merwin L., Wilson W., Facelli J., 15N Chemical Shifts in Energetic Materials: CP/MAS and ab Initio Studies of Aminonitropyridines, Aminonitropyrimidines, and Their N-Oxides, Int. J. Mol. Sci., 2002, 3, 858-872.
  • [17] Preiss A., Elend M., Gerling S., Tranckner S., Analysis of Highly Polar Compounds in Groundwater Samples from Ammunition Waste Sites. Part I – Characterization of the Pollutant Spectrum, Magn. Reson. Chem., 2005, 43, 736-746.
  • [18] Yinon J., Zitrin S., Modern Methods and Applications in Analysis of Explosives, Wiley, Baffins Lane, 1993.
  • [19] Silverstein R., Webster F., Kiemle D., Spectroscopic Identification of Organic Compounds, 7th ed., John Wiley & Sons Publ., New York, 2005.
  • [20] TopSpin 3.1. User Manual, Bruker, 2012.
  • [21] Handbook of Chemistry and Physics, 94th ed. (Hayned W.M., Ed.), CRC Press, 2013-2014.
  • [22] Wang Z., Ye Z., Zhang M., Bai X., Degradation of 2,4,6-Trinitrotoluene (TNT) by Immobilized Microorganism-biological Filter, Process Biochem., 2010, 45, 993-1001.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-7754dd4b-4cf6-41fa-861c-6541bd6a6b5a
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