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.

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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
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article

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

Yucong Chen, Tao Li, Qiong Yu, Wenbin Yi et al.
6 citations
The Journal of Organic Chemistry
Energetic Materials and Combustion
1.62
article

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

Yucong Chen, Tao Li, Qiong Yu, Wenbin Yi, Ning Liu
article en
6 citations

Abstract

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.

The Journal of Organic ChemistryVol. 89(23)
Nanjing University of Science and Technology (CN)
Industry, innovation and infrastructure
Openalex Percentile: Top 18%
Energetic Materials and Combustion
1.62
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