Abstract

The development of new nitrolysis and nitration reagents are essential to the research and development of energetic materials. In this paper we describe the development of two new nitrolysis reagents, trifluoromethanesulfonic anhydride/ HNO3/ N2O5 and trifluoroacetic anhydride/ HNO3/ N2O5, which were uniquely successful in the nitrolysis of secondary amide groups to yield several new, bicyclic nitramines. An alternative method for the synthesis of secondary nitramines by the mild nitrolysis of N-tert-butoxycarbonyl (N-BOC) derivatives and the attempted synthesis of 18O-labeled 2,4,6-trinitrotoluene using trifluoromethanesulfonic acid and NaN18O3 at elevated temperatures are also described.

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