110538-99-3Relevant academic research and scientific papers
Preparation of Nitramine-Nitrates by Ring-Opening Nitration of Aziridines by Dinitrogen Pentoxide (N2O5)
Golding, Peter,Millar, Ross W,Paul, Norman C,Richards, David H
, p. 7063 - 7076 (1993)
Thirteen aziridines, bearing various types of substituents on the ring nitrogen, were treated with N2O5 in chlorinated solvents at sub-ambient temperature and formed 1,2-nitramine-nitrate products by a novel ring-opening nitration reaction analogous to that established for the corresponding oxygen heterocycles (epoxides).A wide variety of classes of aziridine underwent the reaction (N-alkyl, N-(nitroaryl), N-acyl and N-imidyl), the yields in many cases being high (70-82percent), although in one category (the N-(alkylcarbonyl)aziridines) competing deacylation reactions resulted in reduced yields.Also, aziridines bearing groups capable of liberating nitric acid with N2O5 (i.e. those with O-H, N-H or unsubstituted aryl groups) gave rise to greatly reduced yields of the nitramine-nitrates owing to competing rections, principally polymerisation/oligomerisation.
NITRATION BY OXIDES OF NITROGEN, PART 2: PREPARATION OF NITRAMINES BY REACTION OF STRAINED-RING NITROGEN HETEROCYCLES WITH DINITROGEN PENTOXIDE
Golding, P.,Millar, R. W.,Paul, N. C.,Richard, D. H.
, p. 2735 - 2736 (1988)
Several aziridines and three azetidines have been found to yield nitramine-nitrates in good to excellent yield by ring opening with dinitrogen pentoxide.
