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Selective Synthesis of Bis(3-(3-(trifluoromethyl)-1<i>H</i>-1,2,4-triazol-5-yl)-4,4′-azo- and -azoxyfurazan Derivatives

Ajay Kumar Chinnam, Richard J. Staples, Jean’ne M. Shreeve

2021The Journal of Organic Chemistry16 citationsDOI

Abstract

In this paper, we report the synthesis of two new derivatives, bis(3-(3-(trifluoromethyl)-1H-1,2,4-triazol-5-yl)-4,4′-azo- and -azoxyfurazans by selective oxidation of 4-(3-(trifluoromethyl)-1H-1,2,4-triazol-5-yl)-1,2,5-oxadiazol-3-amine. Ammonium salts of these derivatives were prepared, and all of them were fully characterized by multinuclear NMR, FTIR spectroscopy, elemental analysis, differential scanning calorimetry (DSC), and single-crystal X-ray diffraction. All of the new compounds have high measured crystal densities, and the energetic properties have been investigated.

Topics & Concepts

ChemistryTrifluoromethylDifferential scanning calorimetryElemental analysisSingle crystalFourier transform infrared spectroscopyAmine gas treatingNuclear magnetic resonance spectroscopyProton NMRCrystal structureOne-pot synthesisMedicinal chemistryOrganic chemistryCrystallographyCatalysisQuantum mechanicsThermodynamicsPhysicsAlkylSynthesis and Biological EvaluationFluorine in Organic ChemistryN-Heterocyclic Carbenes in Organic and Inorganic Chemistry