42451-75-2Relevant academic research and scientific papers
Kinetics and mechanism of the anilinolyses of O-methyl, O-propyl and O-isopropyl phenyl phosphonochloridothioates in acetonitrile
Barai, Hasi Rani,Hoque, Ehtesham Ul,Lee, Mijin,Lee, Hai Whang
, p. 1096 - 1100 (2013/07/28)
The kinetic studies on the reactions of O-methyl (1), O-propyl (3) and O-isopropyl (4) phenyl phosphonochloridothioates with substituted anilines and deuterated anilines have been carried out in acetonitrile at 55.0 °C. A concerted SN2 mechanism is proposed for the anilinolyses of 1, 3 and 4. The anilinolysis rates of the phosphonochloridothioates are predominantly dependent upon the steric effects over the inductive effects of the two ligands. The deuterium kinetic isotope effects (DKIEs; kH/kD) are primary normal with 1 and 3, while secondary inverse with 4. Primary normal and secondary inverse DKIEs are rationalized by frontside and backside nucleophilic attack transition state, respectively. The DKIEs of the phosphonochloridothioates do not have any consistent correlations with the two ligands.
Enantiopure O-substituted phenylphosphonothioic acids: Chiral recognition ability during salt crystallization and chiral recognition mechanism
Kobayashi, Yuka,Morisawa, Fumi,Saigo, Kazuhiko
, p. 606 - 615 (2007/10/03)
The chiral recognition ability of enantiopure O-methyl, O-ethyl, O-propyl, and O-phenyl phenylphosphonothioic acids (1a-d) for various kinds of racemic amines during salt crystallization and the chiral recognition mechanism were thoroughly investigated. T
