Synthesis of 2-(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole
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 (<b>6</b>) was designed and synthesized. Compound <b>6</b> exhibited a remarkable thermal decomposition temperature of 117 °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.
Authors
- Yucong Chen (ORCID: https://orcid.org/0000-0003-0555-9199)
- Tao Li (ORCID: https://orcid.org/0000-0001-8384-6172)
- Qiong Yu (ORCID: https://orcid.org/0000-0003-3900-6170)
- Wenbin Yi (ORCID: https://orcid.org/0000-0003-4606-7668)
- Ning Liu (ORCID: https://orcid.org/0000-0002-5113-2658)
Institutions
- Nanjing University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-20
- DOI
- https://doi.org/10.1021/acs.joc.4c02212
- Citations
- 6
- Primary Topic
- Energetic Materials and Combustion
- Type
- article
- Field-Weighted Citation Impact
- 1.62