67253-71-8

Upstream product

• 156117-16-7 O-Methyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 77314-02-4 C₁₃H₁₇ClNO₂PS 
• 32341-58-5 O,O-Bis<4-nitrophenyl> benzenephosphonothioate 
• 3497-00-5 phenylthiophosphonic acid dichloride 
• 6840-11-5 phenylthiophosphonic acid dimethyl ester 
• 42976-67-0 O-methyl phenylphosphonothioic acid 
• 67-56-1 methanol 
• 77314-04-6 (S)-1-((R)-Methoxy-phenyl-phosphinothioyl)-pyrrolidine-2-carboxylic acid ethyl ester 

Downstream Products

• 77326-05-7 (S)-(-)-O-Methyl S-methyl phenylphosphonothioate 

Relevant academic research and scientific papers

The intermediacy of metathiophosphonate PhPSO in the reaction of N-tert-butyl-P-phenylphosphonamidothioic acid with alcohols

(Chemical Equation Presented) Kinetic studies of the reaction of N-tert-butyl-P-phenylphosphonamidothioic acid (1) with alcohols were carried out in CH2Cl2 by means of 31P NMR spectrometry. The reaction is of the first order with respect to thio acid 1. The first-order rate constant at 30°C increases with increasing methanol concentration below 0.25 M, but otherwise the rate constants are either independent of alcohol concentration (MeOH above 0.25 M, BuOH) or decrease with increasing alcohol concentration (i-PrOH, t-BuOH). The effect of alcohols on the order of the reaction and parameters of activation, as well as results of competition experiments, lead us to the conclusion that reaction of 1 with alcohols occurs by an elimination-addition mechanism involving the association of the thio acid 1 and the alcohol and then formation in the rate-determining step of an encounter complex 2″ involving metathiophosphonate 4, amine, and alcohol. Metathiophosphonate 4 reacts preferentially with the alcohol as the encounter complex (primary alcohols) or after diffusion apart as a free intermediate (hindered alcohols).

Stereochemical Study of Phosphonothioate Cleavage by a Metallomicelle

(Equation Presented) The copper metallomicellar hydrolysis of O-methyl O-4-nitrophenyl phenylphosphonothioate to O-methyl phenylphosphonothioic acid takes place with effectively complete inversion at phosphorus.

Enantiopure O-substituted phenylphosphonothioic acids: Chiral recognition ability during salt crystallization and chiral recognition mechanism

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

Kinetic Facial Selectivity in Nucleophilic Displacements at Tetracoordinate Phosphorus: Kinetics and Stereochemistry in the Reaction of Sodium Ethoxide with O,S-Dimethyl Phenylphosphonothioate

The reaction of ethoxide ion with O,S-dimethyl phenylphosphonothioate (1a) proceeds with competitive displacements of the methylthio and methoxy ligands.Each displacement occurs with complete inversion of configuration.The two products, ethyl methyl pheny

CHIRAL PHENYLPHOSPHONIC ESTERS, THEIR PREPARATION VIA ETHYL N- L-PROLINATE AND THEIR ABSOLUTE CONFIGURATIONS

Diastereomerically pure ethyl N--L-prolinate was prepared.From this intermediate various optically active phenylphosphonic acid derivatives have been obtained in high optical yields.Their absolute configurations have been det