Krapcho Decarboxylation of Ethyl-Carbazate: Synthetic Approach toward 1,1′-Diamino-5,5′-bistetrazole and Its Utilization as a High-Performing Metal-Free Initiator

1,1′-Diamino-5,5′-bistetrazole (C2H4N10), a highly nitrogen-containing compound with promising energetic characteristics, is available through a classic organic reaction protocol applied on an inorganic azole system. This is the only Krapcho reaction on a carbamate system described in the literature so far. 1,1′-Diamino-5,5′-bistetrazole was extensively characterized through multinuclear spectroscopy, mass spectrometry, thermal analysis, and X-ray diffraction. The sensitivity values were measured, and detonation values were calculated. Its capability to initiate pentaerythritol tetranitrate (PETN) was successfully demonstrated.