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

页码：8201 / 8204

页数：4

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