NTO 3-nitro-l,2,4-triazol-5-one

Nitro-l,2,4-triazol-5-one (NTO) (140) is prepared from the nitration of l,2,4-triazol-5-one (139) under a variety of conditions the latter prepared from the condensation of semicarbazide... 

Nitro-l,2,4-triazol-5-one (NTO) [Structure (2.49)] or oxynitrotriazole (ONTA)has been reported as another IHE coupled with better performance [152-157]. Almost all aspects of NTO-synthesis, structural aspects, chemical and explosive properties including thermal behavior have been investigated [158-161]. NTO exists in two polymorphic forms, that is, -form and P-form. It has been established that a-NTO is the stable and dominating form whereas P-NTO is only found in the product on recrystallization of NTO from a methanol or ethanol/methylene chloride mixture [162]. French researchers have recently reported its evaluation as an explosive for warhead filling without a binder and also as a PBX [155]. Further, synthesis of NTO is easy consisting of only two steps (Scheme 2.9) and uses inexpensive starting materials. 

X.Y. (1991) Thermal behaviour of 3-Nitro-l,2,4-triazole-5-one (NTO) and its salts, in Proc. 17th International Pyrotech. Seminar (Combined with the 2nd Beijing Inti. Symp. on Pyrotechnics and Explosives), (eds. O. Yuxiang, F. Changgen and Z. Baoping), Beijing Inst. Tech. Press, Beijing, China, vol. 1, pp. 509-514. 

Firstly, the nondegenerated tautomers of 3-nitro-l,2,4-triazole-5-one (NTO) radical anions were investigated by ESR method during electrochemical reduction of NTO in aprotic medium at different temperatures. It was shown that observed reversible temperature variations in the ESR spectra of radical anions were caused by tautomerism. Quantum chemical calculations evidence that l,4-/f-tautomer of radical anion is most preferable [881],... 

Reddy, G., Song, ]., Kirby, P, et al., 2011a. Genotoxidty assessment of an energetic propellant compound, 3-nitro-l,2,4-triazol-5-one (NTO). Mutat. Res. 719 (1-2), 35-40. 

Nitro-4,6-bis-(3-nitro-lH-l,2,4-triazol-l-yl)pyiimidine 3-Nitro-1,2,4-triazole-5-one (NTO)... 

NTO [5-nitro-l,2,4-triazole-3-one (C2H2N403)] (2.18) is a new energetic material with attractive characteristics and high performance. It has a high heat of reaction and is less sensitive and more stable than RDX. 

Fig. 1.7 Molecular structures of 5-nitro-l,2,4-triazol-3-one (NTO), 1,3,3-trinitroazetidine (TNAZ), hexanitrohexaazaisowurtzitane (CL-20), octanitrocubane (ONC) and 4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazaisowurtzitane (TEX).

Similarly, the structure of 5-nitro-2,4-dihydro-377-l,2,4-triazol-3-one (NTO) 6 has been scrutinized using molecular orbital calculations using the 6-31+G and 6-311+G basis sets. These calculations examined the various tautomers of NTO and give an insight into the molecular mechanisms involved in its explosive decomposition <1996JA8048>. 

C. Meredith, T.P.Russell, R.C. Mowrey, J.R. McDonald Decomposition of 5-Nitro-2,4-dihydro-3H-l,2,4-triazol-3-one (NTO) Energetics Associated with Several Proposed Initiation Routes, J. Phys. Chem. A, 102(1998) 471-477. 

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