25627-05-8Relevant articles and documents
Structural Effects in Amides. Crystal and Molecular Structures of Phosphoric and Carboxylic Anilides
Plessis, M. P. du,Modro, T. A.,Nassimbeni, L. R.
, p. 2313 - 2318 (1982)
Crystal and molecular structures of three N-aryl carboxylic amides (RCONHAr) and three dimethyl N-arylphosphoramidates (MeO)2P(O)NHAr were determined and are discussed together with those of related systems described in the literature.Carboxylic amides exist in the trans configuration of the CO and NH groups, and both the N-aryl and C-aryl (for R = Ar) rings are considerably twisted with respect to the amide plane.Phosphoramidates prefer the cis orientation of the PO and NH groups, with the N-aryl group bisecting the MeO-P-OMe angle.Substituents in the N-aryl group have a weak effect on structural parameters of both amide functions.For the phosphoramidates a linear free-energy relationship between the intramolecular P=O...H-N hydrogen bonding and the acidity of the ArNH3+ ions has been obtained.
Kinetics and mechanism of the anilinolysis of dimethyl and diethyl chloro(thiono)phosphates
Dey, Nilay Kumar,Hoque, Md. Ehtesham Ul,Kim, Chan Kyung,Lee, Bon-Su,Lee, Hai Whang
scheme or table, p. 544 - 548 (2009/04/04)
The deuterium kinetic isotope effects (KIEs) involving deuterated aniline nucleophiles (XC6H4ND2) are reported for the reactions of dimethyl chlorophosphate (1), dimethyl chlorothionophosphate (2), diethyl chlorophosphate