Аннотация:
Nitration of 3,5-dinitropyrazole with HNO3–H2SO4 mixture gives 3,4,5-trinitro-1H-pyrazole, which in reaction with ammonia, amines or thiols under mild conditions undergoes regioselective nucleophilic substitution of the 4-positioned nitro group.
Образец цитирования:
I. L. Dalinger, I. A. Vatsadze, T. K. Shkineva, G. P. Popova, S. A. Shevelev, “The specific reactivity of 3,4,5-trinitro-1H-pyrazole”, Mendeleev Commun., 20:5 (2010), 253–254
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc3055
https://www.mathnet.ru/rus/mendc/v20/i5/p253
Эта публикация цитируется в следующих 49 статьяx:
Mingya Wang, Hongxia Pan, Yongzheng Liu, Junli Shi, Fanfan Shen, Duanlin Cao, Linxiu Zhao, “Solubility Measurement, Correlation, and Hansen Solubility Parameter of 1,3-Dinitropyrazole in Twelve Solvents”, J Solution Chem, 2025
Valery P. Sinditskii, Sergey P. Smirnov, Anastasia D. Smirnova, Nikolay V. Yudin, Kyaw O Ye, Trung H. Hoang, Igor L. Dalinger, “Trinitropyrazole derivatives: the features of thermal decomposition, combustion behaviors and mechanism”, FirePhysChem, 2025
Ximei Yang, Chengming Bian, Fubing Yang, Cong Chen, Jianlong Wang, Zhinan Ma, Xia Li, Yueding Wu, Hongzhen Duan, “Amination of nitro-substituted fused triazole: A facile refinement for enhanced comprehensive performance”, Journal of Molecular Structure, 1313 (2024), 138739
Yun-Hui Wu, Hua-Bei You, Wei-Kai Cui, Zhi-Qian Cao, Xiao Dong, Zi-Hui Meng, Ming Huang, “Monomeric and self-assembled crystal phases of TNBT”, Rare Met., 43:10 (2024), 5442
Elena Reinhardt, Simon Thamm, Jörg Stierstorfer, Thomas M. Klapötke, “Alkyl‐Bridged Nitropyrazoles – Adjustment of Performance and Sensitivity Parameters”, Eur J Org Chem, 26:23 (2023)
Yunlu Li, Mei Xue, Bangjin Sun, Zhenlong Tu, Xinzhong Wang, “Regulating the melting point by non-covalent interaction toward a promising insensitive melt-castable energetic material: 1,2-Difluoro-4,5-dinitrobenzene”, Chinese Journal of Structural Chemistry, 42:4 (2023), 100002
Nikita V. Muravyev, Konstantin A. Monogarov, Igor L. Dalinger, Nobuyoshi Koga, Alla N. Pivkina, “Apparent autocatalysis due to liquefaction: thermal decomposition of ammonium 3,4,5-trinitropyrazolate”, Phys. Chem. Chem. Phys., 23:20 (2021), 11797
Nikita V. Muravyev, Dmitry B. Meerov, Konstantin A. Monogarov, Igor N. Melnikov, Ekaterina K. Kosareva, Leonid L. Fershtat, Aleksei B. Sheremetev, Igor L. Dalinger, Igor V. Fomenkov, Alla N. Pivkina, “Sensitivity of energetic materials: Evidence of thermodynamic factor on a large array of CHNOFCl compounds”, Chemical Engineering Journal, 421 (2021), 129804
G. M. Nazin, V. V. Dubikhin, I. L. Dalinger, A. I. Kazakov, A. V. Nabatova, “Influence of the Solvent's Polarity on the Rate of Thermal Decomposition of Nitropyrazoles”, Russ. J. Phys. Chem. B, 15:1 (2021), 74
Tong-wei Zhang, Hao-qi Guo, Yong-xiang Li, Yong-zheng Liu, “Measurement and correlation of the solubility of 1-methyl-3,4,5-trinitropyrazole in twelve pure solvents at temperatures from 283.15 K to 323.15 K”, Journal of Molecular Liquids, 316 (2020), 113895
Shijie Zhang, Zhenguo Gao, Di Lan, Qian Jia, Ning Liu, Jiaoqiang Zhang, Kaichang Kou, “Recent Advances in Synthesis and Properties of Nitrated-Pyrazoles Based Energetic Compounds”, Molecules, 25:15 (2020), 3475
С. Г. Злотин, И. Л. Далингер, Н. Н. Махова, В. А. Тартаковский, “Нитросоединения — структурная основа перспективных энергоемких материалов и многоцелевые реагенты для органического синтеза”, Усп. хим., 89:1 (2020), 1–54; S. G. Zlotin, I. L. Dalinger, N. N. Makhova, V. A. Tartakovsky, “Nitro compounds as the core structures of promising energetic materials and versatile reagents for organic synthesis”, Russian Chem. Reviews, 89:1 (2020), 1–54
Laetitia Guyot, Florian Simon, Jessica Garcia, Floriane Vanhalle, Gaelle Vilchez, Claire Bardel, Brigitte Manship, Alain Puisieux, Christelle Machon, Guy Jacob, Jérôme Guitton, Léa Payen, “Structure-activity relationship study: Mechanism of cyto-genotoxicity of Nitropyrazole-derived high energy density materials family”, Toxicology and Applied Pharmacology, 381 (2019), 114712
И. Н. Зюзин, А. И. Казаков, Д. Б. Лемперт, И. А. Вацадзе, Л. С. Курочкина, А. В. Набатова, “Термохимические и энергетические характеристики алкокси-NNO-азоксипроизводных пиразола и нитропиразолов”, Физика горения и взрыва, 55:3 (2019), 92–99; I. N. Zyuzin, A. I. Kazakov, D. B. Lempert, I. A. Vatsadze, L. S. Kurochkina, A. V. Nabatova, “Thermochemical and energy characteristics of alcoxy-NNO-azoxy derivatives of pyrazoles and nitropyrazoles”, Combustion, Explosion and Shock Waves, 55:3 (2019), 327–334
Tatyana K. Shkineva, Alexandr V. Kormanov, Valeriya N. Boldinova, Irina A. Vatsadze, Igor L. Dalinger, “Synthesis of 4,4'-dinitro-1H,1'H-[3,3'-bipyrazole]-5,5'-diamine”, Chem Heterocycl Comp, 54:7 (2018), 703
Igor N. Zyuzin, Kirill Yu. Suponitsky, Igor L. Dalinger, “N-[2,2-Bis(methoxy-NNO-azoxy)ethyl]pyrazoles”, Chem Heterocycl Comp, 53:6-7 (2017), 702
T. S. Kon'kova, E. A. Miroshnichenko, A. B. Vorob'ev, Yu. N. Matyushin, T. K. Shkineva, I. L. Dalinger, “Enthalpies of formation of nitrodiazoles”, Russ Chem Bull, 65:11 (2016), 2612
Thomas M. Klapötke, Tomasz G. Witkowski, “Covalent and Ionic Insensitive High‐Explosives”, Propellants Explo Pyrotec, 41:3 (2016), 470
V. V. Dubikhin, G. M. Nazin, V. G. Prokudin, Z. G. Aliev, I. L. Dalinger, S. A. Shevelev, “Thermal stability of 3,4,5-trinitropyrazole and its ammonium salt”, Russ. J. Phys. Chem. B, 9:2 (2015), 211