Synthesis, Characterization, and Energetic Properties of Diazido Heteroaromatic High-Nitrogen C-N Compound

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• 作者：My Hang V. Huynh ; Michael A. Hiskey ; David E. Chavez ; Darren L. Naud ; and Richard D. Gilardi
• 刊名：Journal of the American Chemical Society
• 出版年：2005
• 出版时间：September 14, 2005
• 年：2005
• 卷：127
• 期：36
• 页码：12537 - 12543
• 全文大小：310K
• 年卷期：v.127,no.36(September 14, 2005)
• ISSN：1520-5126

文摘

The synthesis, characterization, and energetic properties of diazido heteroaromatic high-nitrogenC-N compound, 3,6-diazido-1,2,4,5-tetrazine (DiAT), are reported. Its normalized heat of formation (NH_f),experimentally determined using an additive method, is shown to be the highest positive NH_f comparedto all other organic molecules. The unexpected azido-tetrazolo tautomerizations and irreversible tetrazolotransformation of DiAT are remarkable compared to all other polyazido heteroaromatic high-nitrogen C-Ncompounds, for example, 2,4,6-triazido-1,3,5-triazine; 4,4',6,6'-tetra(azido)hydrazo-1,3,5-triazine; 4,4',6,6'-tetra(azido)azo-1,3,5-triazine; and 2,5,8-tri(azido)-1,3,4,6,7,9,9b-heptaazaphenalene (heptazine).