26492-31-9Relevant articles and documents
Mechanism of the dimethyldioxirane oxidation of N,N-dimethylanilines
Buxton, P. Christopher,Ennis, Julie N.,Marples, Brian A.,Waddington, Victoria L.,Boehlow, Todd R.
, p. 265 - 268 (1998)
Relative rates of dimethyldioxirane oxidation of a number of para-substituted N,N-dimethylanilines in acetone at 5°C are compared with those of reactions with methyl iodide and other oxidants. The reactions with dimethyldioxirane followed the Hammett relationship with a ρ value of -1.0. Measurement of the second order rate constants for the dimethyldioxirane reactions in aqueous acetonitrile containing potassium nitrate at 21°C, showed better correlation with the Hammett relationship (ρ = 0.89) than with the Okamoto-Brown model (ρ+ = 0.56). The reaction rates are accelerated greatly in the presence of water such that the respective pseudo first order rate constants for the oxidation of N,N-dimethyl-4-nitroaniline in acetone and water are 6.3 × 10-3 and 5.86 s-1, respectively. All of the data are consistent with a concerted electrophilic mechanism and there is no evidence of free radical or electron transfer reactions.
Studies in Tertiary Amine Oxides. Part V - Carbon-13 Nuclear Magnetic Resonance Spectra of some N-Aryl Tertiary Amines, the Corresponding N-Oxides and the Meisenheimer Rearrangement Products
Khuthier, Abdul-Hussain,Al-Rawi, Jasim M. A.,Al-Kazzaz, Abdul K.,Al-Iraqi, Mohammed A.
, p. 104 - 108 (2007/10/02)
The carbon-13 NMR spectra of some N-(2- or 4-nitrophenyl) tertiary amines and their corresponding N-oxides have been analysed.These N-oxides undergo thermal rearrangement to O-arylhydroxylamines, for which the 13C NMR spectral assignments were also carried out.The N-oxidation effect on the aromatic and aliphatic fragments is calculated.
