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Izsák, Dániel; Klapötke, Thomas M.; Preimesser, Andreas; Stierstorfer, Jörg (2016): Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols. In: Zeitschrift für Anorganische und Allgemeine Chemie, Vol. 642, No. 1: pp. 48-55
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The diazophenols 3-amino-6-diazo-2, 4-dinitrophenol (4) and 3-chloro-6-diazo-2, 5-dinitrophenol (8) were synthesized and comprehensively characterized. The regio-selectivity of nitration reactions with N,N-(1, 4-phenylene)dimethanesulfonamide (1) and N,N-(1, 4-phenylene)diacetamide (6) was investigated in detail. The purity of the products was confirmed via low temperature X-ray diffraction, multinuclear NMR spectroscopy, and elemental analysis. Moreover, the capability of 4 and 8 to initiate RDX (1, 3, 5-trinitro-1, 3, 5-triazinane) was tested, together with the two other recently presented diazophenols 4-diazo-2, 6-dinitrophenol (iso-DDNP) and 3-hydroxy-DDNP (HODDNP). The tests revealed superior properties of HODDNP compared to DDNP and the other tested diazophenols regarding its ability to initiate RDX.