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SYNTHESIS, STRUCTURE, AND CHARACTERIZATION OF HIGH-ENERGY 4,6-DIAZIDO-N-(4,6-DIAZIDO-1,3,5-TRIAZIN-2-YL)-1,3,5-TRIAZIN-2-AMINE

Сергей В. Чапышев, Денис В. Корчагин
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Abstract


The high-energy compound 4,6-diazido-N-(4,6-diazido-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine was obtained in high yield by azidation of 4,6-dichloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine with sodium azide in acetone. According to 13С and 15N NMR spectral data, the obtained tetraazide did not undergo azido-tetrazole tautomerism in DMSO solutions and existed solely in the azide form. This tetraazide formed a molecular 1:1 complex with pyridine, the structure of which was confirmed by X-ray structural analysis. The obtained tetraazide had an exceptionally high melting point among azidotriazines (220–222°С), high enthalpy of formation (1641 kJ/mol) and may be of interest as starting compound for the preparation of new high-energy materials.

Authors: Sergei V. Chapyshev*, Denis V. Korchagin


Keywords


azides; high-energy materials; triazines; azidation; enthalpy of formation

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