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Synthesis of Amino, Azido, Nitro, and Nitrogen‐Rich Azole‐Substituted Derivatives of 1 H ‐Benzotriazole for High‐Energy Materials Applications
Author(s) -
Srinivas Dharavath,
Ghule Vikas D.,
Tewari Surya P.,
Muralidharan Krishnamurthi
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202481
Subject(s) - benzotriazole , monoclinic crystal system , orthorhombic crystal system , nitro , azole , chemistry , detonation , crystallography , 1,2,4 triazole , energetic material , nitrogen , detonation velocity , crystal structure , medicinal chemistry , organic chemistry , antifungal , explosive material , medicine , alkyl , dermatology
Abstract The amino, azido, nitro, and nitrogen‐rich azole substituted derivatives of 1 H ‐benzotriazole have been synthesized for energetic material applications. The synthesized compounds were fully characterized by 1 H and 13 C NMR spectroscopy, IR, MS, and elemental analysis. 5‐Chloro‐4‐nitro‐1 H ‐benzo[1,2,3]triazole ( 2 ) and 5‐azido‐4,6‐dinitro‐1 H ‐benzo[1,2,3]triazole ( 7 ) crystallize in the Pca 2 1 (orthorhombic) and P 2 1 / 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.