In an effort to balance energy and molecular stability effectively, several energetic compounds (-) based on benzotriazine were designed and synthesized. These structures were comprehensively characterized using NMR, IR, and elemental analysis, with compounds , , and further confirmed by single-crystal X-ray diffraction. Notably, 3-amino-5,7-dinitrobenzo[][1,2,4]triazine 1-oxide (), which features a face-to-face crystal stacking arrangement, exhibits good detonation velocity ( = 8050 m/s), a high thermal decomposition temperature ( = 290 °C), and low sensitivities (impact sensitivity >40 J, friction sensitivity >360 N). The preparation of compound was further optimized by using a commercially available flow microreactor system, achieving an improved yield of 62%. Overall, the comprehensive properties of compound make it a promising candidate for heat-resistant explosive applications.

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http://dx.doi.org/10.1021/acs.joc.4c02292DOI Listing

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