1.3.5- Trinitro-l,3,5-triazacyclohexane—

Trinitro-l 3 5-triazacyclohexane (I) has been synthesised from (V), acetic anhydride, and formaldehyde... 

The one-substance explosives are nitrobenzene, m-dini-trobenzene, 1,3,5 trinitrobenzene, o-nitrotoluene, m-nitroto-luene and p-nitrotoluene, 2,3-2,4-2,5-2,6-3,4 and 3,5 dinitrotoluene (DNT), 2,4,6 trinitrotoluene (TNT), mononi-tro- dinitro- and trinitro-naphthalene, trinitrochlorobenzene (Picrylchloride),2,4,6trinitrophenol (picric acid),ethylengly-col dinitrate (EGDN), clycerol trinitrate (nitroglycerin, NG), penta erythritol tetranitrate (PETN), 2,4,6, A -tetranitro-A -methylamine (Tetryl), 1,3,5 trinitro-l,3,5-triazacyclohexane (RDX), and l,3,5,7-tetranitro-l,3,5,7-tetrazacyclooctane (Octagen,HMX).f ... 

Bulusu, S. Weinstein, D. I. Autera, J. R. and Velicky, R. W. (1986) Deuterium kinetic isotope effect in the thermal decomposition of 1,3,5-trinitro-l,3,5-triazacyclohexane and l,3,5,7-tetranitro-l,3,5,7-tetrazacyclooctane Its use as an experimental probe for their shock-induced chemistry, J. Phys. Chem. 90, 4121-4126. 

The nitrolysis of hexamine is a direct route to the military high explosives 1,3,5-trinitro-1,3,5-triazacyclohexane (RDX) and l,3,5,7-tetranitro-13,5,7-tetraazacyclooctane (HMX). " The direct nitrolysis of hexamine with dinitrogen pentoxide in absolute ifitric acid provides RDX in 57 % yield. RDX prepared by this process is exceptionally pure, but other reagents, like ammonium nitrate-nitric acid-acetic anhydride, give much higher yields, partly because they use ammonium nitrate to supplement for ammonium nitrogen deficiency in the reaction. 

Trinitro-1,3,5-triazacyclohexane. Same as RDX or Cyclonltp. See in Vol 3, C611-L to C630-L under Cyclotrimethylenetrinitramine, Cyclonite or RDX , and an updated article under RDX in this Vol... 

The choice of reagent determines whether a nitrosamine undergoes conversion to a nitramine by either nitrolysis or oxidation. An example is given for the conversion of 1,3,5-trinitroso-1,3,5-triazacyclohexane (109) to l,3,5-trinitro-l,3,5-triazacyclohexane (3) (RDX) - the use of 30 % hydrogen peroxide in 99 % nitric acid at subambient temperature goes via oxidation of the nitrosamine functionality, whereas dinitrogen pentoxide in pure nitric acid makes use of a nitrolysis pathway via C-N bond cleavage. 

There is an alternative view(e.g. expressed by Wright et al. [59]) that hexamethylenetetramine is first formed and then nitrolysed. This assumption is said to be supported by the separation from the reaction products of both methods 4 and 5 of the cyclic products (XXIX) l-aceto-3,5-dinitro-l,3,5-triazacyclohexane and (XXX) 1-aceto-3,5,7-trinitro-l,3,5,7-tetrazacyclo-octane which may also be obtained from hexamine by treating it with nitric acid and acetic anhydride ... 

Investigated explosives included 2,4,6-trinitrotoluene (TNT), 2,4,6,N-tetranitro-N-methylaniline (tetryl), l,3,5-trinitro-l,3,5-triazacyclohexane (RDX), 1,3,5,7-tetranitro-l,3,5,7-tetrazacyclooctane (HMX) and pentaerythritol tetranitrate (PETN). The temperature of the injector, cooled with liquid CO2, was —5°C for 0.3 min, programmed from —5 to 250° C, at a rate of 200°C/min, with a final hold time of 8.4 min. The column temperature was 80° C for 2 min, programmed to 250° C at 25°C/min, with a final hold of 2 min. Electron ionization (El) in the positive-ion mode was used. Figure 4 shows the mass chromatograms of a mixture of explosives (lOppb each), extracted from water by Hquid—liquid extraction and X 100 concentration. Identification was based on typical fragment ions for each one of the explosives. 

Cyclonite or cyclo-trimethylenetrinitramine (1,3,5-trinitrohexahydro-sym-triazine. l,3r5-trinitro-l,3>5-triazacyclohexane) is a very... 

The same MEKC system was also used for the separation of a test mixture of 15 compounds of interest in high explosive analysis, including nitroguanidine, ethylene glycol dinitrate, diethylene glycol dinitrate, l,3,5-trinitro-l,3,5-triazacyclohexane (RDX), nitroglycerin, 2,4,6-trinitrotoluene (TNT), penta-erythritol tetranitrate, and picric acid, with excellent resolution except for the overlapping of 1,5- and 1,8-isomers of dinitronaphthalene. Also, separation of all the components (26) of the two sets of standards was attempted with extremely limited coelutions. 

Me t hoxy me thy 1-3 5 -d in itro -1 3 5 -tri azacy clo -hexane (IV R = Me) has been synthesized from (II), methyl alcohol, and formaldehyde. l 3 5-Trinitro-I 3 5-triazacyclohexane (I) has been synthesised from (V), acetic anhydride, and formaldehyde... 

Bulusu, S Weinstein, D.I., Autera, J.R., and Velicky, R.W., (1986), "Deuterium Kinetic Isotope Effect in the Thermal Decomposition of l,3,5-Trinitro-13 5-triazacyclohexane and 1,3,5,7-Tetranitro-1,3,5,7-tetraazacyclooctane Its Use as an Experimental Probe for Their Shock-Induced Chemistry", J. Phys. Chem., 90, pp. 4121 - 4126. 

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