90047-95-3Relevant academic research and scientific papers
THE NITRAMINE REARRANGEMENT. SUPPORT OF NONCONCERTEDNESS FROM HEAVY-ATOM KINETIC ISOTOPE EFFECTS
Shine, Henry J.,Zygmunt, Jan,Brownawell, Marilyn L.,Filippo, Joseph Jr. San
, p. 3610 - 3613 (1984)
Heavy-atom kinetic isotope effects (KIE) were measured for the formation of 2- (2) and 4-nitro-N-methylaniline (3) from the acid-catalyzed rearrangement of N-nitro-N-methylaniline (1).Separate rearrangements of (15NO2)-1, (2-14C)-1,
Spectral and Electrooptical Properties of Ring Substituted N-methyl-N-phenylnitramines
Daszkiewicz, Z.,Nowakowska, E.,Prezdo, W. W.,Kyziol, J. B.
, p. 1437 - 1446 (2007/10/03)
Secondary aromatic nitramines absorb in IR at 1517-1536, 1285-1299 and 755-759 cm-1 irrespective of the nature of an aromatic ring.Comparison of the 1H and 13C NMR spectra of ring substituted N-methyl-N-phenylnitrmines indicate that interaction between the substituents is poorly transmitted across the ring. α-Cleavage observed in the mass spectra of nitramines shows that the Ar-N bond is abnormally weak.Dipole moments of N-methyl-N-phenylnitrmines find a simple explanation assuming that the unshared electron pair is shifted towards the aromatic ring only in the presence of electron demanding substituents in conjugated position.The results are incompatible with the solvent-caged-pair theory of the nitramine rearrangement. - Key words: secondary nitramines; NMR; IR; mass spectra; dipole moments; Kerr constants
