Silver Salt and Derivatives of 5-Azido-1H-1, 2, 4-triazole-3-­carbonitrile

• Published in: Zeitschrift für anorganische und allgemeine Chemie (1950) 2013-05, Vol.639 (6), p.899-905
• Main Authors: Izsák, Dániel, Klapötke, Thomas M., Reuter, Stephan, Rösener, Thomas
• Format: Article
• Language: English
• Subjects: Azides; Crystals; Diffraction; Energetic materials; Heterocycles; Silver; X-ray diffraction
• ISSN: 0044-2313; 1521-3749
• DOI: 10.1002/zaac.201300022

This study features the preparation of three new energetic C‐azido‐1, 2, 4‐triazoles, with the anion of one being a new binary C–N compound. 5‐Azido‐1H‐1, 2, 4‐triazole‐3‐carbonitrile (1) was prepared from 5‐amino‐1H‐1, 2, 4‐triazole‐3‐carbonitrile and further derivatized to 5‐azido‐1H‐1, 2, 4‐triazole‐3‐carbohydroximoyl chloride (5) with 3‐azido‐1H‐1, 2, 4‐triazole‐5‐carboxamidoxime (3) as an intermediate. The ability of 1 and 3 for salt formation was shown with the respective silver salts 2 and 4. All compounds were well characterized by various means, including IR and multinuclear NMR spectroscopy, mass spectrometry, and DSC. The molecular structures of 1, 3, and 5 in the solid state were determined by single‐crystal X‐ray diffraction. The sensitivities towards various outer stimuli (impact, friction, electrostatic discharge) were determined according to BAM standards. The silver salts were additionally tested for their potential as primary explosives.