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Full Paper
Synthesis of Amino, Azido, Nitro, and Nitrogen-Rich Azole-Substituted Derivatives of 1H-Benzotriazole for High-Energy Materials Applications
Article first published online: 2 OCT 2012
DOI: 10.1002/chem.201202481
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Srinivas, D., Ghule, V. D., Tewari, S. P. and Muralidharan, K. (2012), Synthesis of Amino, Azido, Nitro, and Nitrogen-Rich Azole-Substituted Derivatives of 1H-Benzotriazole for High-Energy Materials Applications. Chem. Eur. J., 18: 15031–15037. doi: 10.1002/chem.201202481
Publication History
- Issue published online: 13 NOV 2012
- Article first published online: 2 OCT 2012
- Manuscript Received: 12 JUL 2012
Funded by
- Defence Research and Development Organization (DRDO) India
Keywords:
- benzotriazole;
- density;
- detonation velocity;
- energetic materials;
- heat of formation
Abstract
The amino, azido, nitro, and nitrogen-rich azole substituted derivatives of 1H-benzotriazole have been synthesized for energetic material applications. The synthesized compounds were fully characterized by 1H and 13C NMR spectroscopy, IR, MS, and elemental analysis. 5-Chloro-4-nitro-1H-benzo[1,2,3]triazole (2) and 5-azido-4,6-dinitro-1H-benzo[1,2,3]triazole (7) crystallize in the Pca21 (orthorhombic) and P21/c (monoclinic) space group, respectively, as determined by single-crystal X-ray diffraction. Their densities are 1.71 and 1.77 g cm−3, respectively. The calculated densities of the other compounds range between 1.61 and 1.98 g cm−3. The detonation velocity (D) values calculated for these synthesized compounds range from 5.45 to 8.06 km s−1, and the detonation pressure (P) ranges from 12.35 to 28 GPa.