N-Functionalization of 5-Aminotetrazoles: Balancing Energetic Performance and Molecular Stability by Introducing ADNP.

Content Provider	Europe PMC
Author	Xiong, Jin Chang, Jinjie Cai, Jinxiong Yin, Ping Pang, Siping
Editor	Fershtat, Leonid L.
Copyright Year	2022
Abstract	5-aminotetrazole is one of the most marked high-nitrogen tetrazole compounds. However, the structural modification of 5-aminotetrazole with nitro groups often leads to dramatically decreased molecular stability, while the N-bridging functionalization does not efficiently improve the density and performance. In this paper, we report on a straightforward approach for improving the density of 5-aminotetrazole by introducing 4-amino-3,5-dinitropyrazole. The following experimental and calculated properties show that nitropyrazole functionalization competes well with energetic performance and mechanic sensitivity. All compounds were thoroughly characterized using IR and NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC). Two energetic compounds (DMPT-1 and DMPT-2) were further confirmed by implementing single-crystal X-ray diffraction studies. Compound DMPT-1 featured a high crystal density of 1.806 g cm-3, excellent detonation velocity (vD = 8610 m s-1), detonation pressure (P = 30.2 GPa), and impact sensitivity of 30 J.
Journal	International Journal of Molecular Sciences [Int J Mol Sci]
Volume Number	23
DOI	10.3390/ijms232415841
PubMed Central reference number	PMC9779898
Issue Number	24
PubMed reference number	36555483
e-ISSN	14220067
Language	English
Publisher	Molecular Diversity Preservation International (MDPI)
Publisher Date	2022-12-13
Access Restriction	Open
Subject Keyword	5-aminotetrazole N-bridging functionalization nitropyrazole functionalization high-nitrogen tetrazole
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry Molecular Biology Spectroscopy Catalysis Computer Science Applications Medicine Inorganic Chemistry Organic Chemistry