85430-60-0Relevant articles and documents
Safe and Convenient Synthesis of Primary N -Nitramines in the Freon Media
Zharkov, Mikhail N.,Kuchurov, Ilya V.,Fomenkov, Igor V.,Tartakovsky, Vladimir A.,Fedyanin, Ivan V.,Zlotin, Sergei G.
supporting information, p. 1103 - 1108 (2017/02/24)
A convenient one-pot synthesis of primary aliphatic N-nitramines, which includes the nitration of available N,N′-dialkyloxalamides or N-alkylcarbamates with dinitrogen pentoxide in the 1,1,1,2-tetrafluoroethane media followed by ammonolysis of intermediate N-nitroamides in the same solvent has been developed. The method is environmentally safe, and affords target N-nitramines in up to 94% overall yield.
Nitration of carbonic, sulfuric and oxalic acid-derived amides in liquid carbon dioxide
Kuchurov, Ilya V.,Fomenkov, Igor V.,Zlotin, Sergei G.,Tartakovsky, Vladimir A.
, p. 81 - 83 (2013/05/08)
N-Nitro- and N,N'-dinitroamides of carbonic, sulfuric and oxalic acids have been prepared in 76-99% yield by the nitration of the corresponding amides with dinitrogen pentoxide in liquid carbon dioxide.
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.