Synthesis, crystal structure and thermal property of 1-amino-3, 5-dinitropyrazole

被引:0
作者
Jiang, Tao [1 ,2 ]
Zhang, Xiao-Yu [2 ]
Jing, Mei [1 ,2 ]
Shu, Yuan-Jie [2 ]
Wang, Jun [2 ]
机构
[1] School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang
[2] Institute of Chemical Materials, CAEP, Mianyang
来源
Hanneng Cailiao/Chinese Journal of Energetic Materials | 2014年 / 22卷 / 05期
关键词
1-amino-3; 5-dinitropyrazole; (ADNP); Crystal structure; Organic chemistry; Synthesis; Thermal property;
D O I
10.3969/j.issn.1006-9941.2014.05.014
中图分类号
学科分类号
摘要
1-Amino-3, 5-dinitropyrazole (ADNP) was synthesized using 3, 5-dinitropyrazole as raw material and 2, 4, 6-trimethylbenzenesulfonic hydroxylamine (MSH) as aminating agent with a yield of 60.7%. Its structure was characterized by IR, NMR, MS and element analyses. The single crystal was cultivated in ethanol. Its single crystal structure was determined by a four-circle X-ray diffractometer. Its thermal properties were studied by TG-DSC. Results show that the crystal is orthorhombic, space group P2 (1)/n with crystal parameters of a=5.543(2)Å, b=9.866(4)Å, c=11.745(5)Å, Z=4, Dc=1.79 g·cm-3, V=642.3(4)Å3. Thermal analyses demonstrate that there is a sharp mass loss process from 170℃ to 266℃ with 99.1% mass loss. The two endothermic peaks temperatures appear at 110℃ and 264℃.
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页码:654 / 657
页数:3
相关论文
共 15 条
[1]  
Agrawal J.P., Hodgson R., Organic Chemistry of Explosives, pp. 294-296, (2007)
[2]  
Pagoria P.F., Lee J.S., Mitchell A.R., Et al., A review of energetic materials synthesis, Thermochim Acta, 384, (2002)
[3]  
Shevelev S.A., Dalinger I.L., Shkineva T.K., Et al., Nitropyrazoles, Russ Chem Bull, 42, (1993)
[4]  
Janssen J.W.A.M., Koeners H.J., Et al., Pyrazoles. XII. The preparation of 3(5)-nitropyrazoles by thermal rearrangement of N-nitropyrazoles's, J Org Chem, 38, 10, pp. 1777-1782, (1973)
[5]  
Stefan E.K., Wahlstrom L.Y., Et al., Derivatives of 3(5), 4-dinitropyrazole as potential energetic plasticisers, Chem Eng, 5, pp. 929-935, (2011)
[6]  
Xi L.-M., Zhang X.-X., Direct synthesis of 3, 5-dinitropyrazole catalyzed by newly sulfated nanosolid superacid TiO<sub>2</sub>/SO, Advanced Materials Research Vols, 391, pp. 1296-1301, (2012)
[7]  
Lebedev V.P., Matyushim Y.N., Inolemtcev Y.D., Thermochemical and explosive properties of nitropyrazoles, Int ICT Conference on Energetic Materials, (1998)
[8]  
Herve G., Roussel C., Graindorg H., Selective preparation of 3, 4, 5-trinitro-1H-pyrazole: a stable all carbon-nitrated arene, Angew Chem Int Ed, 49, pp. 3177-3181, (2010)
[9]  
Dalinger I.L., Popova G.P., Vatsadze I.A., Et al., Synthesis of 3, 4, 5-trinitropyrazole, Russian Chemical Bulletin, International Edition, 58, 10, (2009)
[10]  
Dalinger I.L., Vatsadze I.A., Shkineva T.K., The specific reactivity of 3, 4, 5-trinitro-1H-pyrazole, Mendeleev Commun, 20, pp. 253-254, (2010)