Study on the Azido‐Tetrazolo Tautomerizations of 3,6‐Bis(azido)‐1,2,4,5‐tetrazine | Zendy

Zhao Dan | Zendy; Lv Meifang | Zendy; Cai Chun | Zendy

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Study on the Azido‐Tetrazolo Tautomerizations of 3,6‐Bis(azido)‐1,2,4,5‐tetrazine

Author(s) -

Zhao Dan,

Lv Meifang,

Cai Chun

Publication year - 2015

Publication title -

propellants, explosives, pyrotechnics

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.56

H-Index - 65

eISSN - 1521-4087

pISSN - 0721-3115

DOI - 10.1002/prep.201500127

Subject(s) - tetrazine , differential scanning calorimetry , melting point , chemistry , mass spectrometry , nuclear magnetic resonance spectroscopy , spectroscopy , elemental analysis , crystallography , organic chemistry , chromatography , physics , quantum mechanics , thermodynamics

The azido‐tetrazolo tautomerizations of 3,6‐diazido‐1,2,4,5‐tetrazine (DIAT) in different solvents were investigated with HPLC and 13 C NMR spectroscopy. 6‐Amino‐tetrazolo[1,5‐ b ]‐1,2,4,5‐tetrazine (ATTZ) was irreversibly formed as the final product by azido‐cyclization following N 2 elimination from one of the azido substituents at room temperature in DMSO. The structure of ATTZ was characterized by X‐ray crystallography; differential scanning calorimetry (DSC), mass spectrometry, as well as IR and 1 H NMR and 13 C NMR spectroscopy. The crystal density was found to be 1.272 g cm −3 . DSC result suggested that ATTZ with the melting point of 84 °C strongly decomposes with explosion at 198 °C, which can be regarded as a primary explosive.

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