C6N10O4: Thermally Stable Nitrogen-Rich Inner Bis(diazonium) Zwitterions

被引：16
|
作者：
Tang, Yongxing [1 ]
Imler, Gregory H. [2 ]
Parrish, Damon A. [2 ]
Shreeve, Jean'ne M. [1 ]
机构：
[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
[2] Naval Res Lab, 4555 Overlook Ave, Washington, DC 20375 USA
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 20期
关键词：
ENERGETIC DERIVATIVES; DIAZONIUM SALTS; PERFORMANCE;
D O I：
10.1021/acs.orglett.9b02875
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two nitrogen-rich inner bis(diazonium) salts, the 4,4'-dinitro-5,5'-diazo-2,2'-bisimidazole (2) and the 4,4'-dinitro-5,5'-diazo-3,3'-bispyrazole (4) zwitterions, are described. Compound 2 was synthesized unexpectedly from the nitration of 4,4'-dinitro-5,5'-diamino-1H,1'H-2,2'-bisimidazole (1) in a mixture of trifluoroacetic anhydride and 100% nitric acid. Both 2 and 4 show good thermal stability, especially 2 has, a decomposition temperature of 199 degrees C, which is the highest one in any of the reported hydrogen-free nitrogen-rich diazonium salts.
引用
收藏
页码：8201 / 8204
页数：4
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