Energetic Azoxy‐Coupled Tetrazoles

ABSTRACT Azoxy coupling of 5‐amino‐1‐methyl‐tetrazole, 5‐amino‐2‐methyl‐tetrazole, and 5‐amino‐1‐methoxy‐tetrazole was performed by reacting each with various oxidants. These reactions revealed aqueous Oxone to be the most facile system for yielding the azoxy couple for the previously mentioned tetrazoles. Chemical and structural characterization of each novel azoxy‐coupled tetrazole was conducted with 1 H NMR, 13 C NMR, HRMS, and single‐crystal x‐ray diffraction. Energetic characterization was evaluated by analysis of each compounds' single crystal x‐ray diffraction density, impact sensitivity, friction sensitivity, and decomposition temperature. All compounds were found to be very sensitive to impact and friction stimuli.