164534-18-3Relevant academic research and scientific papers
Synthesis of 14C-labelled hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX), 2,4,6-trinitrotoluene (TNT), nitrocellulose (NC) and glycidyl azide polymer (GAP) for use in assessing the biodegradation potential of these energetic compounds
Ampleman,Thiboutot,Lavigne,Marois,Hawari,Jones,Rho
, p. 559 - 577 (1995)
Within the framework of an R and D project on bioremediation of soils contaminated with energetic compounds, the biodegradation of energetic products such as hexogen (RDX), trinitrotoluene (TNT), nitrocellulose (NC) and glycidyl azide polymer (GAP) is under study. Microcosm assays must be performed with radioactive carbon-14 labelled products in order to follow the biodegradation process. 14C-RDX was prepared by nitration of hexamethylenetetramine (HMTA) according to the Hale process. 14C-ring and methyl labelled TNTs were synthesized according to the Dorey and Carper procedure. 14C-cellulose was synthesized from 14C-glucose by Acetobacter xylinum. Nitration of the 14C-cellulose yielded 14C-nitrocellulose. 14C-glycidyl azide polymer was obtained by polymerization and azidation of 14C-epichlorohydrin (ECH) which was synthesized from 14C-glycerol. Hydrochlorination of 14C-glycerol and epoxidation of the resulting 14C-1,3-dichloro 2-propanol yielded 14C-ECH. The syntheses of these 14C-labelled explosives are described in this paper.
14C-TNT Synthesis Revisited
Kroeger, Mario,Fels, Gregor
, p. 217 - 228 (2007/10/03)
Mineralization experiments requiring the synthesis of substantial amounts of [ring-14C]trinitrotoluene, led us to reinvestigate the published procedures for labeled TNT. Here we describe an efficient, economical and reproducible procedure that results in crystalline 14C-TNT in 83 percent yield with chemical and radiochemical purity of > 99 percent. Determination of the specific activity (1.12 GBq/mmol) by mass spectrometry disclosed that the radioactive TNT molecules exhibit an uneven distribution of four to six aromatic 14C-atoms.
