78019-98-4Relevant academic research and scientific papers
Studies of Tertiary Amine Oxides. Part 8. Rearrangement of N-(2,4-Dinitrophenyl)-piperidines and -morpholine N-Oxides in Aprotic Solvents
Khuthier, Abdul-Hussain,Al-Mallah, Khawla Y.,Hanna, Salim Y.
, p. 109 - 112 (2007/10/02)
The N-oxides of N-(2,4-dinitrophenyl)-piperidines and -morpholine undergo thermal rearrangement to the substituted hydroxylamines.The kinetics of the rearrangement were studied in aprotic solvents at four or five temperatures.Steric and polar factors have
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.
