218787-12-3Relevant articles and documents
Green primary energetic materials based on: N -(3-nitro-1-(trinitromethyl)-1 H -1,2,4-triazol-5-yl)nitramide
Liu, Tianlin,Qi, Xiujuan,Wang, Kangcai,Zhang, Jiaheng,Zhang, Wenquan,Zhang, Qinghua
, p. 9070 - 9076 (2017)
In this study, a series of high-energy-density materials (1·2H2O-9) based on N-(3-nitro-1-(trinitromethyl)-1,2,4-triazol-5-yl)nitramide were synthesized and structurally characterized using 1H NMR, 13C NMR, IR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. The crystal results demonstrated that potassium 3-nitro-5-(nitroimino)-1-(trinitromethyl)-1,2,4-triazolate hydrate (2·H2O) exhibits an infinite two-dimensional (2D) metal-organic framework (MOF) containing the coordination group NO2 and metal cation K+. Additionally, this 2D MOF exhibited a high oxygen content (46.41%) and a positive oxygen balance (14.77%). Heats of formation and the detonation properties of the newly prepared compounds were calculated using the Gaussian 09 and EXPLO 5 programs, respectively. Energetic evaluation indicated that these compounds demonstrate good detonation performances, all of which outperform traditional primary explosives mercury fulminate, lead azide, 2-diazo-4,6-dinitrophenol, and in some cases, even exceed the performance of high explosive RDX. Therefore, the high detonation parameters of the compounds enable these potential primary explosives to trigger the whole detonation easily. Furthermore, several attractive properties, such as an excellent density (2.00 g cm-3), an impact sensitivity of 2 J, a friction sensitivity of 32 N, and a low amount of toxic detonation products, make 2·H2O an eco-friendly primary explosive.
Energetic materials based on the 5-azido-3-nitro-1,2,4-triazolate anion
Izsak, Daniel,Klapoetke, Thomas M.,Scharf, Regina,Stierstorfer, Joerg
, p. 1746 - 1755 (2013)
This study presents the preparation of 5-azido-3-nitro-1H-1, 2,4-triazole (1) in both good yield and high purity, starting from commercially available chemicals in a three step synthesis. Furthermore, several metal and nitrogen-rich salts with sodium (3), potassium (4), cesium (5), silver (6), lead (7), ammonium (8), guanidinium (9), and aminoguanidinium (10) were prepared by simple acid-base reactions. All compounds were well characterized by various means, including vibrational (IR, Raman) and multinuclear (1H, 13C, 14N, 15N) NMR spectroscopy, mass spectrometry, and DSC. Additionally the structure of 7 was determined by single-crystal X-ray diffraction. The sensitivities towards various outer stimuli (impact, friction, electrostatic discharge) were determined according to BAM standards. The metal salts were tested as potential primary explosives utilizing various preliminary tests. Copyright
A green and facile approach for synthesis of nitro heteroaromatics in water
Zhao, Xiu X.,Zhang, Ji C.,Li, Sheng H.,Yang, Qing P.,Li, Yu C.,Pang, Si P.
, p. 886 - 890 (2014/08/05)
A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).
Synthesis and structural characterization of N-amino compounds
Li, Ya-Nan,Liu, Ning,Su, Peng-Fei,Wang, Ying-Lei,Ge, Zhong-Xue,Li, Hui,Wang, Bo-Zhou
, p. 7151 - 7156 (2015/04/22)
Seven N-amino compounds were successfully synthesized via N-amination reaction. The structures of target compounds and intermediates were characterized by 1H NMR, 13C NMR, IR, elementary analysis, MS and X-ray single-crystal diffraction analysis. The single crystals of 3,5-diamino-1,2,4-triazole and 3,5-dinitro-1,2,4-triazole were obtained. Crystal data of 3,5-diamino-1,2,4-triazole: C2H5N5, Mr = 99.11, Monoclinic, P2(1)/c, a = 10.652(4), b = 4.3411(14), c = 10.822(4) ?, α = 90(4), β = 118.714(4), γ = 90deg;, V = 0.4389(2) nm3, Z = 4, Dc = 1.500 g cm-3, μ = 0.113 mm-1, F(000) = 208, R = 0.0354 and wR = 0.0936. Crystal data of 3,5-dinitro-1,2,4-triazole: C2H3N5O5, Mr = 177.09, Orthorhombic, P2(1)2(1)2(1), a = 4.937(3), b = 9.344(5), c = 140447(7) ?, α = 90, β = 90, γ = 90°, V = 0.6665(6) nm3, Z = 4, Dc = 1.765 g cm-3, μ = 0.171 mm-1, F(000) = 360, R = 0.0555 and wR = 0.1772.
Oxidation of Amino Derivatives of 1,2,4-Triazole
Kofman,Paketina
, p. 1125 - 1132 (2007/10/03)
Derivatives of 3-nitro-5-R-1,2,4-triazoles are prepared by oxidation of the corresponding amino-compounds in the system 30% hydrogen peroxide - sodium tungstate. The activity of aminotriazoles decreases with increasing electronacceptor ability. For substrates unsubstituted at the heteroatom the process is promoted by bases. 3,5-Diamino-1,2,4-triazole is oxidized in two steps, and substantial difference in the rates of of the first and second stages of oxidation yielding respectively (5-amino-3-nitro- and 3,5-dinitro-1,2,4-triazole allows isolation of the former in up to 60% yield. N,N′-Azoxy-3,3′-bis(5-amino-1,2,4-triazole) is formed as a by-product. In 1-substituted 3,5-diaminotriazoles only one, peripheral, amino group is oxidized to afford derivatives of 5-amino-3-nitro-1,2,4-triazole.
5-Amino-3-nitro-1,2,4-triazole and 5-Nitroamino-3-nitro-1,2,4-triazole
Pevzner,Gladkova,Kravchenko
, p. 1186 - 1189 (2007/10/03)
A method is proposed for preparation of 5-amino-3-nitro-1,2,4-triazole by monoacylation of 3,5-diamino- 1,2,4-triazole, followed by transformation of the second amino group into nitro group and removal of the acyl protection. Nitration of 3-nitro-5-acetamido-1,2,4-triazole yields 3-nitro-5-nitroamino-1,2,4-triazole whose N-nitroamino structure was determined on the basis of its acidity and UV and IR spectra.
