15284-30-7Relevant articles and documents
Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes
Wang, Qi,Wang, Chen-Bin,Pang, Fu-Qing,Lu, Tian,Yin, Hong-Quan,Chen, Fu-Xue
, p. 1784 - 1787 (2017)
A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy, 1H NMR and 13C NMR spectroscopy and high resolution mass spectrometer (HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81?°C to 106?°C, which are suitable for melt-cast explosives. Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene (2g) displays a low melting point (106?°C), moderate onset decomposition temperature (183?°C) and good detonation performance (D: 7087?m/s; P: 17.6?GPa).
1-Nitratoethyl-5-nitriminotetrazole derivatives - Shaping future high explosives
Fischer, Niko,Klapoetke, Thomas M.,Stierstorfer, Joerg,Wiedemann, Carina
body text, p. 2374 - 2386 (2011/10/10)
1-(2-Nitratoethyl)-5-nitriminotetrazole (2) was formed by the reaction of 1-(2-hydroxyethyl-5-aminotetrazole (1) and 100% HNO3. Compound 1 was obtained by alkylation of 5-amino-1H-tetrazole. Next to the known byproduct 1-(2-hydroxyethyl)-5-nitr
New energetic materials: Functionalized 1-ethyl-5-aminotetrazoles and 1-ethyl-5-nitriminotetrazoles
Stierstorfer, Joerg,Tarantik, Karina R.,Klapoetke, Thomas M.
experimental part, p. 5775 - 5792 (2010/01/19)
Alkylation of 5-aminotetra-zole (1) with 2-chloroethanol leads to a mixture of the N-1 and N-2 isomers of (2-hydroxyethyl)-5-aminotetrazole. Treatment of 1-(2-hydroxyethyl)-5-ami-notetrazole (2) with SOCl2 yielded 1-(2-chlorethyl)-5-aminotetrazole (3). 1-(2-Azidoethyl)-5-aminotetrazole (4) was generated by the reaction of 3 with sodium azide. Nitration of 2, 3, and 4 with HNO3 (100%) yielded in the case of 2 and 3 1-(2-hydroxyethyl)-5- nitrimi-notetrazole (5) and 1-(2-chloroethyl)-5-nitriminotetrazole (6). In the case of 4, 1-(2-nitratoethyl)-5-nitriminotetrazole monohydrate (7) was obtained. 1-(2-Azidoethyl)-5-nitriminotetrazole (8) could be obtained by nitration of 4 with NO2BF4 via the formation of potassium 1-(2-azidoethyl)-5-nitriminote-trazolate (9). The reaction of 6 with NaN 3 resulted in the formation of the salt sodium 1-(2-chloroethyl)-5- nitrimi-notetrazolate (10 a). The deprotonation reaction of 6 was further investigated by the formation of the ammonium salt (10 b). The protonation of 2 and 4 with dilute nitric acid led to 1-(2-hydrox-yethyl)-5-aminotetrazolium nitrate (11) and 1-(2-azidoethyl)-5-aminotetrazoli-um nitrate (12), respectively. Similarly, protonation of 4 with perchloric acid led to 1-(2-azidoethyl)-5-aminotetrazo-lium perchlorate monohydrate (13). Since 5-nitrimino-tetrazoles can be used as bidentate ligands, the coordination abilities of 5, 6, and 8 were tested by the reaction with copper nitrate tri-hydrate, yielding the copper complexes ans-[diaquabis{1-(2-hydroxyethyl)-5- nitriminotetrazolato-κ2N4,O5}copper(II)] (14), trans-[diaquabis{1-(2-chloroethyl)-5-nitriminotetrazolato- κ2N4,O5}copper(II)] dihydrate (15), and [diaquabis{1-(2-azidoethyl)-5-nitrimino-tetrazolato-κ2N 4,O5}copper(II)] (16). All compounds were characterized by low-temperature single-crystal X-ray diffraction. In addition, comprehensive characterization (IR, Raman, and mul-tinuclear NMR spectroscopy (1H, 13C), elemental analysis, mass spectrometry, DSC) was performed. The heats of formation of selected compounds were computed by using heats of combustion obtained by bomb calorimetry or calculated by the atomization method. With these values and the densities determined from X-ray crystallography, several detonation parameter were calculated by the EXPLO5 program. Finally, the sensitivities towards impact and friction were determined using a BAM drop hammer and friction tester.
