Combination of Tetrazole and 4-Azido-pyrazolotriazine Oxide: Balance of High Nitrogen, Energy, and Safety

Hanghong Fan; Jie Tang; Wei Hu; Xiaoxiao Zheng; Pengju Yang; Guangbin Cheng; Chuan Xiao; Hongwei Yang

doi:10.1021/acs.orglett.4c04507

Combination of Tetrazole and 4-Azido-pyrazolotriazine Oxide: Balance of High Nitrogen, Energy, and Safety

Org Lett. 2025 Jan 14. doi: 10.1021/acs.orglett.4c04507. Online ahead of print.

Authors

Hanghong Fan¹, Jie Tang¹, Wei Hu¹, Xiaoxiao Zheng¹, Pengju Yang¹, Guangbin Cheng¹, Chuan Xiao², Hongwei Yang¹

Affiliations

¹ School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, Jiangsu, China.
² China Northern Industries Group Company, Ltd. (Norinco Group), Beijing 100089, P. R. China.

PMID: 39810318
DOI: 10.1021/acs.orglett.4c04507

Abstract

Energetic materials containing a pyrazolotriazine oxide skeleton have the potential for high performance. However, research on the pyrazolotriazine oxide skeleton is very limited due to the inherent ring system instability and limited synthetic approaches. In this paper, APTO and OPTO with a combination of high-nitrogen tetrazole and a promising azido-pyrazolotriazine oxide skeleton have been synthesized. Of these, OPTO and its energetic salts exhibit excellent detonation properties (D_v > 8220 m s^-1; P > 26.50 GPa). Surprisingly, APTO exhibits a detonation performance (D_v = 8913 m s^-1; P = 32.43 GPa) comparable to that of RDX.