Synthesis of 2-(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole

被引:0
|
作者
Chen, Yu-Cong [1 ,2 ]
Yu, Qiong [1 ]
Liu, Ning [2 ]
Li, Tao [1 ]
Yi, Wenbin [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem & Chem Engn, Nanjing 210094, Peoples R China
[2] Xian Modern Chem Res Inst, Xian 710065, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 23期
基金
中国国家自然科学基金;
关键词
SALTS;
D O I
10.1021/acs.joc.4c02212
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The trinitromethyl group plays a crucial role in the energetic material industry due to its high oxygen balance and energetic properties. This study focuses on the synthesis of dinitrophenyl-substituted trinitromethyl-1,3,4-oxadiazole. The introduction of dinitrophenyl groups to trinitromethyl-1,3,4-oxadiazole aims to improve its stability against heat-induced decomposition, a critical factor in ensuring the safe and reliable performance of energetic materials. Consequently, 2-(3,5-dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole (6) was designed and synthesized. Compound 6 exhibited a remarkable thermal decomposition temperature of 117 degrees C, surpassing that of all other 1,3,4-oxadiazoles bearing the trinitromethyl group. This research highlights the incorporation of the dinitrophenyl ring to elevate the thermal decomposition temperature of the trinitromethyl group attached to the 1,3,4-oxadiazole ring, thereby presenting novel strategies for enhancing the thermal stability of these compounds.
引用
收藏
页码:17475 / 17481
页数:7
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