Theoretical studies of the structure, stability, and detonation properties of vicinal-tetrazine 1,3-dioxide annulated with a five-membered heterocycle. 2. Annulation with a pyrazole ring

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• 作者：Tianyi Wang ; Chunmei Zheng ; Xuedong Gong ; Mingzhu Xia
• 关键词：Detonation performance ; DFT ; Pyrazole ; Stability ; 1 ; 2 ; 3 ; 4 ; Tetrazine
• 刊名：Journal of Molecular Modeling
• 出版年：2015
• 出版时间：October 2015
• 年：2015
• 卷：21
• 期：10
• 全文大小：1,956 KB
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• 作者单位：Tianyi Wang (1)
  Chunmei Zheng (1)
  Xuedong Gong (1)
  Mingzhu Xia (1)
  
  1. Department of Chemistry, Nanjing University of Science and Technology, Nanjing, 210094, China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Computer Applications in Chemistry
  Biomedicine
  Molecular Medicine
  Health Informatics and Administration
  Life Sciences
  Computer Application in Life Sciences
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：0948-5023

文摘

1,2,3,4-Tetrazine (vicinal-tetrazine) high-energy-density compounds (HEDCs) are receiving increasing attention due to their promise as explosives. We have performed a series of studies of vicinal-tetrazine 1,3-dioxides annulated with a range of five-membered heterocycles, considering their potential as high-energy, low-sensitivity explosives. In the present work, 12 pyrazolo-1,2,3,4-tetrazine 1,3-dioxides (pyrazolo-TDOs), P1-P12, were studied theoretically. Their geometrical structures in the gas phase were studied at the B3LYP/6-311++G(d,p) level of density functional theory (DFT). Their gas-phase enthalpies of formation were calculated by the homodesmotic reaction method. Their enthalpies of sublimation and solid phase enthalpies of formation were also predicted. Their detonation properties were estimated with the Kamlet-Jacobs equations, based on their predicted densities and enthalpies of formation in the solid state. Their bond dissociation activation energies (BDAEs) and the available free space in the lattice of each compound were calculated to evaluate their stabilities. P1, P4, and P11 were found to achieve the energy level of RDX and have acceptable stabilities, and are therefore considered to be the three most promising pyrazolo-TDOs for use as high-energy, low-sensitivity explosives. We believe that further studies, both experimental and theoretical, of these three targets would be worthwhile. Keywords Detonation performance DFT Pyrazole Stability 1,2,3,4-Tetrazine