55526-70-0Relevant academic research and scientific papers
Dual substituent effects on anilinolysis of bis(aryl) chlorothiophosphates
Barai, Hasi Rani,Lee, Hai Whang
, p. 3597 - 3601 (2014/01/17)
The reactions of bis(Y-aryl) chlorothiophosphates (1) with substituted anilines and deuterated anilines are investigated kinetically in acetonitrile at 55.0 °C. The Hammett plots for substituent Y variations in the substrates show biphasic concave upwards
Kinetics and mechanism of the aminolysis of aryl phenyl chlorothiophosphates with anilines
Ul Hoque, Md. Ehtesham,Dey, Shuchismita,Guha, Arun Kanti,Chan, Kyung Kim,Lee, Bon-Su,Hai, Whang Lee
, p. 5493 - 5499 (2008/02/09)
(Chemical Equation Presented) Kinetic studies of the reactions of aryl phenyl chlorothiophosphates (1) and aryl 4-chlorophenyl chlorothiophosphates (2) with substituted anilines in acetonitrile at 55.0°C are reported. The negative values of the cross-interaction constant ρXY (ρXY = -0.22 and -0.50 for 1 and 2, respectively) between substituents in the nucleophile (X) and substrate (Y) indicate that the reactions proceed by concerted SN2 mechanism. The primary kinetic isotope effects (kH/kD = 1.11-1.13 and 1.10-1.46 for 1 and 2, respectively) involving deuterated aniline nucleophiles are obtained. Front- and back-side nucleophilic attack on the substrates is proposed mainly on the basis of the primary kinetic isotope effects. A hydrogen-bonded, four-center-type transition state is suggested for a front-side attack, while the trigonal bipyramidal pentacoordinate transition state is suggested for a back-side attack. The MO theoretical calculations of the model reactions of dimethyl chlorothiophosphate (1′) and dimethyl chlorophosphate (3′) with ammonia are carried out. Considering the specific solvation effect, the front-side nucleophilic attack can occur competitively with the back-side attack in the reaction of 1′.
The synthesis and evalution of novel aryl-substituted dithioimidophosphonates as an extrantant for metals
Tang, Ruiren,Gou, Cancheng
, p. 2725 - 2731 (2007/10/03)
A novel series of O,O′,O″,O?- tetraaryldithioimidophonates [(ArO)2PS]2NH 4 were synthesized by the reaction of O,O,-diaryl phosphorochlorothionates 2 and diarylphosphonothioic amide under a strong basic condition. The key intermediat
Phase-Transfer Reactions of Phosphorus Thiochloride with Phenols in the System Liquid-Solid Phase
Shipov,Genkina,Mastryukova,Kabachnik
, p. 1345 - 1348 (2007/10/03)
Preparative syntheses of aryl phosphorodichloridothioates and 2-propynyl phosphorodichloridothioates via phase-transfer reactions of phosphorus thiochloride with phenols in the presence of solid bases were developed.
