3,3-Dinitratooxetane – an important leap towards energetic oxygen-rich monomers and polymers

Abstract

3-Substituted oxetanes are valuable monomers for modern ring-opening polymerizations. A new solid-state oxidizer, 3,3-dinitratooxetane (C₃H₄N₂O₇), which has an oxygen content of 62.2% was synthesized by the addition of N₂O₅ to oxetan-3-one. Monoclinic single crystals suitable for X-ray diffraction (ρ 1.80 g cm⁻³) were obtained by recrystallization from dichloromethane. In addition, 3-nitratooxetane was prepared by an improved method and 3-nitrato-3-methyloxetane was synthesized for the first time. Theoretical calculations were computed by the EXPLO5 software and additionally sensitivities towards impact and friction were determined.