5754-89-2Relevant academic research and scientific papers
Synthesis of polyazapolycyclic caged polynitramines
Nielsen, Arnold T.,Chafin, Andrew P.,Christian, Stephen L.,Moore, Donald W.,Nadler, Melvin P.,Nissan, Robin A.,Vanderah, David J.,Gilardi, Richard D.,George, Clifford F.,Flippen-Anderson, Judith L.
, p. 11793 - 11812 (2007/10/03)
Syntheses of new polyazapolycyclic caged polynitramines are described. Sequentially reacting 4,10-dibenzyl-2,6,8,12-tetraacetyl-2,4,6,8,10,12- hexaazaisowurtzitane (5a) with NOBF4 and NO2BF4 in sulfolane solvent produces 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo- [5.5.0.05,9.03,11] dodecane, 6). Syntheses of two new polyazapolycyclic caged trinitramines, 3,5,12-trinitro-3,5,12-triazawurtzitane (7a) and 2,4,10- trinitro-2,4,10-triazaadamantane (12a), as well as their labile parent secondary amines, are discussed. A new caged polynitrosamine, 3,5,12- trinitroso-3,5,12-triazawurtzitane (7d), has been obtained by ring-cleavage nitrosation of the new hexamine-wurtzitane compound 3,5,7,9- tetraazahexacyclo[9.3.1.13,7.02,9.04,13.05,10]-hexadecane (10).
Clean nitrations: Novel syntheses of nitramines and nitrate esters by nitrodesilylation reactions using dinitrogen pentoxide (N2O5)
Millar, Ross W.,Philbin, Simon P.
, p. 4371 - 4386 (2007/10/03)
In this novel nitration method dinitrogen pentoxide (N2O5) in an inert solvent is used as the nitrating agent, thereby removing the need for strong acids as the reaction medium. The N2O5 cleaves heteroatom-silicon bonds, in silylamines and silyl ethers respectively, to yield the desired energetic groupings (nitramines or nitrate esters respectively) without liberation of acids which would occur with conventional substrates (amines or alcohols). These nitrodesilylation reactions proceed cleanly and in good yield, and the scope of the reaction is illustrated by 29 examples, some of which produce high energy compounds, notably plasticisers and an energetic polymer precursor. These reactions are therefore potentially clean nitrations for the manufacture of energetic compounds which will minimise the impact of this activity on the environment in the future.
An Alternate Synthesis of Cyclic 1,3-Dinitramines
Willer, Rodney L.,Atkins, Ronald L.
, p. 5147 - 5150 (2007/10/02)
An alternate synthesis for cyclic 1,3-dinitramines has been developed.The new method involves the trapping of an in situ generated cyclic aminal with nitrous acid to generate a cyclic 1,3-dinitrosamine, which is subsequently converted to the cyclic 1,3-dinitramine by treatment with 100percent nitric acid or solutions of N2O5 in 100percent nitric acid.This alternate synthesis is superior for the synthesis of 5- and some 6-membered cyclic 1,3-dinitramines but not for 7-membered compounds.
