1994
DOI: 10.1002/oms.1210291109
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Mass spectral fragmentation pathways in some glycoluril‐type explosives. A study by collision‐induced dissociation and isotope labeling

Abstract: Electron impact (EI), chemical ionization and negative-ion chemical ionization (NCI) mass spectra of 1,Q dinitroglycoluril (DINGU), its "Nand *H-labeled analogues and the dimethyl-substituted derivatives were recorded. Tandem mass spectrometry with collision induced dissociation was used to study the fragmentation pathways of these compounds. It was found that the main EI fragmentation processes of DINGU are due to the cleavage of C-N bonds and some rearrangement reactions.

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Cited by 16 publications
(7 citation statements)
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“…Yinon, Boettger, and Weber (1972) were first to report the use of negative ion mass spectrometry to detection of TNT. In addition, they have studied the ionization and fragmentation of glycoluril-type explosives (Yinon et al, 1994), deuterated TNT derivatives and synthetic metabolites (Yinon & Hwang, 1984). In another studies, Crellin, Dalleska, and Beauchamp (1997) and Crellin, Widmer, and Beauchamp (1997) tested chemical ionization of nitrate ester explosives TNT and RDX with Si(CH 3 ) 3 þ cation using FTICR-MS. As a result, the explosives formed adducts with Si(CH 3 ) 3 þ , and some specific fragmentation of TNT were observed.…”
Section: Chemical Ionization Studiesmentioning
confidence: 97%
“…Yinon, Boettger, and Weber (1972) were first to report the use of negative ion mass spectrometry to detection of TNT. In addition, they have studied the ionization and fragmentation of glycoluril-type explosives (Yinon et al, 1994), deuterated TNT derivatives and synthetic metabolites (Yinon & Hwang, 1984). In another studies, Crellin, Dalleska, and Beauchamp (1997) and Crellin, Widmer, and Beauchamp (1997) tested chemical ionization of nitrate ester explosives TNT and RDX with Si(CH 3 ) 3 þ cation using FTICR-MS. As a result, the explosives formed adducts with Si(CH 3 ) 3 þ , and some specific fragmentation of TNT were observed.…”
Section: Chemical Ionization Studiesmentioning
confidence: 97%
“…The glycolurils have been received a great deal of attention due to their practical applications, such as fertilizers [1], polymer cross-linking [2,3], explosives [4], stabilizers of organic compounds against photodegradation [5], combinatorial chemistry [6], catalysts, bleaching activators [7][8][9], and the monomer in supramolecular chemistry [10].…”
Section: Introductionmentioning
confidence: 99%
“…While the doublet at 6 8.42-8.58 ppm is assigned to the proton located between the two nitro groups at positions 3 and 5. As in compounds (9-13) the 'H NMR of the methyl and methoxy protons of the two arylsulfonyl moieties in com-I pounds (16) and (17) respectively resonate at two different positions. This results in two sets of signals starting at high fields: the singlet at 6 2.45 ppm and 3.88 ppm for compounds (16) and ( carbazole cation, followed by loss of an aryl radical (exclusive to 16, R = CH, and 17, R = OCH,).…”
mentioning
confidence: 94%