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Synthesis and Characterization of a Novel High Nitrogen Energetic Compound 5-((5-Nitro-2H-tetrazol-2-yl)methyl)-1H-tetrazol-1-ol
Received date: 2014-07-29
Revised date: 2014-09-01
Online published: 2014-09-16
Using 5-aminotetrazole as starting material, a novel high nitrogen energetic compound 5-((5-nitro-2H-tetrazol-2- yl)methyl)-1H-tetrazol-1-ol was synthesized with a total yield of 19% via diazotization-nitration, alkylation, oximation, diazotization-chlorination, azidation and cyclization. It was characterized by NMR, MS, IR and elemental analysis. The crystal structure of this compound was determined by X-ray single crystal diffraction analysis. The results indicated that it belonged to monoclinic system with space group P2(1), and the crystal parameters were a=3.3619(11) Å, b=9.3910(19) Å, c=8.2060(16) Å, β=101.44(3)°, Z=2, Dc=1.748 g·cm-3, μ=0.153 mm-1, F(000)=216. The thermal properties were studied by differential scanning calorimeter (DSC) and thermogravimetric (TG) analyzer analyses, which showed that the decomposition temperature of target compound was 202.25 ℃, and the mass loss due to overall reaction (130～320 ℃) was 78.6%. The detonation velocity and detonation pressure of this compound calculated by Kamlet-Jacobs formula are 8500 m·s-1 and 31.53 Gpa, respectively.
Key words： high-nitrogen energetic compound; tetrazole; synthesis; characterization
Ju Pingwen , Ling Yifei , Wang Guixiang , Luo Jun . Synthesis and Characterization of a Novel High Nitrogen Energetic Compound 5-((5-Nitro-2H-tetrazol-2-yl)methyl)-1H-tetrazol-1-ol[J]. Chinese Journal of Organic Chemistry, 2015 , 35(1) : 236 -240 . DOI: 10.6023/cjoc201407044
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