US EPA

2270061 

Journal Article 

The Energetic Nitrocarbamate O2NN(H)CO[OCH2C(NO2)(3)] Derived from Phosgene 

Axthammer, QJ; Klapoetke, TM; Krumm, B; Moll, R; Rest, SF 

2014 

1 

Zeitschrift fuer Anorganische und Allgemeine Chemie
ISSN: 0044-2313 

640 

1 

76-83 

English 

10.1002/zaac.201300426 

WOS:000330595800013 

A new simple synthesis route for 2,2,2-trinitroethyl chloroformate (1), from easily available starting materials 2,2,2-trinitroethanol and phosgene is presented. 2,2,2-Trinitroethyl carbamate (2) was obtained by the reaction of 1 with aqueous ammonia. The nitration of 2 with anhydrous nitric acid and sulfuric acid yields 2,2,2-trinitroethyl nitrocarbamate (3), which has potential as a perchlorate free high energetic dense oxidizer with a high oxygen balance of (CO2) = +14.9%. The thermal stability was studied using differential scanning calorimetry and the energies of formation were calculated on the CBS-4M level of theory, as well as several detonation parameters and propulsion properties were determined. In addition to full spectroscopic characterization, X-ray diffraction studies were performed for 2 and 3. 

Nitrocarbamate; Explosives; High energetic oxidizer; Crystal structure; Sensitivities