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SYNTHESIS AND CHARACTERIZATION OF N3-(2,2,2-TRINITROETHYL)-1,2,4-OXADIAZOLE-3,5-DIAMINE

David E. Chavez, Maxwell C. Schulze, Damon A. Parrish
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Abstract


The reaction of 1,2,4-oxadiazole-3,5-diamine with 2-fluoro-2,2-dinitroethanol or 2,2,2-trinitroethanol was studied. Only the 3-amino group was found to be reactive and underwent efficient Mannich-type condensation with 2,2,2-trinitroethanol, while only trace amounts of product from condensation with 2-fluoro-2,2-dinitroethanol were formed. N3-(2,2,2-Trinitroethyl)-1,2,4-oxadiazole-3,5-diamine was fully characterized, and its crystal structure and explosive sensitivity properties were determined. Calculated performance properties show that the product is a promising RDX-like material with a higher oxidizing potential.


Keywords


2-fluoro-2,2-dinitroethanol; 1,2,4-oxadiazole; 2,2,2-trinitroethanol; energetic materials; Mannich reaction

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