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

Authors

  • Сергей В. Чапышев Институт проблем химической физики РАН, Главный научный сотрудник
  • Денис В. Корчагин Институт проблем химической физики РАН, пр. Академика Семенова, 1, Черноголовка 142432 Российский университет дружбы народов, ул. Миклухо-Маклая, 6, Москва 117198

DOI:

https://doi.org/10.1007/3718

Keywords:

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

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

Author Biographies

Сергей В. Чапышев, Институт проблем химической физики РАН, Главный научный сотрудник

http://www.icp.ac.ru/en/structure/scientific-departments/department-of-nanophotonics/laboratory-of-organic-and-supramolecular-photochemistry.html

Денис В. Корчагин, Институт проблем химической физики РАН, пр. Академика Семенова, 1, Черноголовка 142432 Российский университет дружбы народов, ул. Миклухо-Маклая, 6, Москва 117198

Лаборатория структурной химии, снс, кхн

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Published

2017-07-03

Issue

Vol. 53 No. 6/7 (2017): Heterocycle-based energetic materials

Section

Original Papers