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Propellants Explosives Pyrotechnics, Vol.28, No.3, 157-158, 2003
The use of the trifluoroacetyl protecting group in the synthesis of mono- (4) and di-amines (4,10) in the polynitrohexaazaisowurtzitane series
The first rational synthesis of the mono-amine 2,6,8,10,12-pent pentanitro-2.4 6,8,10,12-hexaazaisowurtzitane (II) and the diamine 2,6,8,12-tetranitro-2,4,6,8,10,12-hexaazaisowurtzitane (III) is described. Both syntheses exploit the selectivity, under nitrolysis conditions, between an N-acetyl group and an N-trifluoroacetyl group, and the ease with which an N-trifluoroacetyl group can be hydrolytically removed.
Keywords:hexanitrohexaazaisowurtzitane (HNIW;CL-20);pentanitrohexaazaisowurtzitane;tetranitrohexaazaisowurtzitane;nitrolysis;N-trifluoroacetyl