78019-97-3Relevant academic research and scientific papers
Studies of Tertiary Amine Oxides. Part 7. Solvent effects on the Rearrangement of N-Arylamine Oxides to O-Arylhydroxylamines. The SNi Mechanism
Khuthier, Abdul-Hussain,Al-Mallah, Khawla Y.,Hanna, Salim Y.
, p. 413 - 418 (2007/10/02)
The rate of rearrangement of N-arylamine oxides (4) to O-arylhydroxylamines (5) was measured in different solvents.The rate of isomerisation of p-nitrophenyl N-oxides correlates with the dielectric constants of aprotic solvents and with the hydrogen-bonding ability of protic solvents.The rearrangement of o-nitrophenyl N-oxides shows much less variation in rate with solvent polarity.All kinetic results are explained in terms of an intramolecular cyclic mechanism (SNi).
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.
Studies of Tertiary Amine Oxides. 4. Thermal Rearrangement of N-Aryl Amine Oxides to O-Arylhydroxylamines
Khuthier, Abdul-Hussain,Al-Kazzaz, Abdul-Khalik S.,Al-Rawi, Jasim M. A.,Al-Iraqi, Mohammed A.
, p. 3634 - 3638 (2007/10/02)
Substituted N-aryl cyclic amine oxides undergo novel thermal rearrangement to O-arylhydroxylamines.Electron-withdrawing substituents are essential for the rearrangement and must be ortho or para relative to the N->O function.The mechanism of the rearrangement is best described by an intramolecular cyclic process.Kinetic results are in agreement with the cyclic process but are inconsistent with a homolytic dissociation-recombination mechanism.
