- Preparation of Nitramine-Nitrates by Ring-Opening Nitration of Aziridines by Dinitrogen Pentoxide (N2O5)
-
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.
- Golding, Peter,Millar, Ross W,Paul, Norman C,Richards, David H
-
p. 7063 - 7076
(2007/10/02)
-
- Positive Electron Impact and Chemical Ionization Mass Spectra of Some Nitramine Nitrates
-
The positive electron impact (EI) and isobutane chemical ionization (CI) mass spectra of six nitramine nitrates were studied with the aid of some accurate mass measurements.In the EI spectra, β fission relative to both the nitramine and nitrate ester is important.In the CI spectra a major ion occurs at + and was found to be mainly due to +.All of the compounds except N-(2 hydroxyethyl)-N-(2',4',6'-trinitrophenyl)nitramine nitrate gave an + ion.The + ion in the isobutane CI mass spectra of tetryl is also due to +.
- Rowley, J. A.
-
p. 997 - 1000
(2007/10/02)
-