Synthesis, characterization, and energetic properties of diazido heteroaromatic high-nitrogen C-N compound

被引：305
作者：
Huynh, MHV
Hiskey, MA
Chavez, DE
Naud, DL
Gilardi, RD
机构：
[1] Los Alamos Natl Lab, Dynam Experimentat Div, Los Alamos, NM 87545 USA
[2] USN, Res Lab, Struct Matter Lab, Washington, DC 20375 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 36期
关键词：
D O I：
10.1021/ja0509735
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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 (N Delta H-f), experimentally determined using an additive method, is shown to be the highest positive N Delta H-f 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).
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页码：12537 / 12543
页数：7
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