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

Benz, Maximilian; Klapoetke, Thomas M. and Stierstorfer, Joerg (2022): Krapcho Decarboxylation of Ethyl-Carbazate: Synthetic Approach toward 1,1 '-Diamino-5,5 '-bistetrazole and Its Utilization as a High-Performing Metal-Free Initiator. In: Organic Letters, Vol. 24, No. 8: pp. 1747-1751

Abstract

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.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1523-7060
• Language: English