Nitroxydes [1]

Abstract

Isopropyl-t-butyl nitroxide has been prepared by the reaction of t-butyl magnesium chloride on 2-nitropropane. Its E.P.R. spectrum is essentially a triplet of doublets (interaction with the nitrogen atom and the iopropyl proton). The hyperfine splittings are solvent dependent and, in water: a _N = 16,83 gauss, a _H = 1,80 gauss. A system of satellites is attributed to C ₁₃ in natural abundance. These data are discussed by comparation to the isoelectronic pentamethylacetone radical-ion. In the stable conformation of both radicals, the isopropyl methyles are symmetrical relative to the nodal plane of the π system.