二叠氮杂芳基高氮碳氮化合物的合成、表征及能量性质
Synthesis, characterization, and energetic properties of diazido heteroaromatic high-nitrogen C-N compound.
作者信息
Huynh My Hang V, Hiskey Michael A, Chavez David E, Naud Darren L, Gilardi Richard D
机构信息
Dynamic Experimentation Division, DX-2: Materials Dynamics, MS C920, Los Alamos National Laboratory, Los Alamos, New Mexico 87545, USA.
出版信息
J Am Chem Soc. 2005 Sep 14;127(36):12537-43. doi: 10.1021/ja0509735.
The synthesis, characterization, and energetic properties of diazido heteroaromatic high-nitrogen C-N compound, 3,6-diazido-1,2,4,5-tetrazine (DiAT), are reported. Its normalized heat of formation (NDeltaHf), experimentally determined using an additive method, is shown to be the highest positive NDeltaHf compared to all other organic molecules. The unexpected azido-tetrazolo tautomerizations and irreversible tetrazolo transformation of DiAT are remarkable compared to all other polyazido heteroaromatic high-nitrogen C-N compounds, 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).
报道了重氮杂芳族高氮C-N化合物3,6-二叠氮基-1,2,4,5-四嗪（DiAT）的合成、表征及能量性质。与所有其他有机分子相比，使用加成法实验测定的其标准生成热（NΔHf）显示为最高的正NΔHf。与所有其他多叠氮基杂芳族高氮C-N化合物相比，例如2,4,6-三叠氮基-1,3,5-三嗪；4,4',6,6'-四（叠氮基）肼-1,3,5-三嗪；4,4',6,6'-四（叠氮基）偶氮-1,3,5-三嗪；以及2,5,8-三（叠氮基）-1,3,4,6,7,9,9b-七氮杂菲（庚嗪），DiAT意外的叠氮基-四唑互变异构和不可逆的四唑转化非常显著。
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