7305-61-5

Usage

InChI:InChI=1/C4H11O3P/c1-3-7-8(5,6)4-2/h3-4H2,1-2H3,(H,5,6)

Upstream product

• 50728-05-7 Ethyl-thiophosphonsaeure-O-ethyl-S-n-butylester 
• 546-71-4 paraoxon 
• 1806-26-4 p-Octylphenol 
• 64-17-5 ethanol 
• 6779-09-5 ethylphosphonic acid 

Downstream Products

• 5301-65-5 Ethyl methyl ethylphosphonate 
• 78-38-6 ethylphosphonic acid diethyl ester 

Relevant academic research and scientific papers

Microwave-assisted ionic liquid-catalyzed selective monoesterification of alkylphosphonic acids—an experimental and a theoretical study

It is well-known that the P-acids including phosphonic acids resist undergoing direct es-terification. However, it was found that a series of alkylphoshonic acids could be involved in mo-noesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol–1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

New sources of "active" halogen bis(dialkylamide)hydrogen dibromobromates, efficient reagents for destruction of ecotoxicants

Bis(dialkylamide)hydrogen dibromobromates were synthesized and their reactivity was investigated in decomposition of diethylphosphonic, diethylphosphoric, and 4-toluenesulfonic acids 4-nitrophenyl esters. The nucleophilic reactivity of a typical α-nucleop

Colloidal state of the system 4-octylphenol-NaOH-water and its catalytic activity in nucleophilic substitution in phosphorus acid esters

The kinetics of decomposition of 4-nitrophenyl ethyl ethylphosphonate in the system 4-octylphenol-NaOH-water was studied spectrophotometrically. Electrophoretic, tensimetric, and kinetic studies proved formation of cationic associates in which phenolysis

Inorganic anionic oxygen-containing α-nucleophiles - Effective acyl group acceptors: Hydroxylamine ranks first among the α-nucleophile series

Comparative analysis of the nucleophilicity of inorganic oxygen-containing α-nucleophiles (hydroxylamine and ClO-, BrO--, HOO--, NH2O-, and F- ions) covering the pKa range from -2 to 13.81 toward 4-nitrophenyl esters (4-nitrophenyl acetate, 4-nitrophenyl p-toluenesulfonate, diethyl 4-nitrophenyl phosphate, ethyl 4-nitrophenyl ethylphosphonate, and 4-nitrophenyl dimethylcarbamate) in water at 25°C (ionic strength μ 1.0, KCl) was performed in terms of the extrathermodynamic Brosted relation. It was found for the first time that hydroxylamine anion ranks first among the series of α-nucleophiles. It is more reactive than HOO- ion with respect to 4-nitrophenyl acetate (by a factor of ～8), 4-nitrophenyl p-toluenesulfonate (by a factor of ～4) and 4-nitrophenyl dimethylcarbamate (by a factor of ～10). The nucleophilicities of HOO- and NH 2O- ions toward diethyl 4-nitrophenyl phosphate and ethyl 4-nitrophenyl ethylphosphonate are comparable. Taking into account that neutral hydroxylamine exhibits an anomalously high reactivity, as compared to not only common organic but also inorganic α-nucleophiles, it may be regarded as a unique α-nucleophile. Both neutral hydroxylamine and its anion as O-nucleophiles ensure high rates of acyl group transfer throughout a wide range of pH.

Colloidal associates in the p-octylphenol / NaOH / water system and their catalytic properties at the phosphorus acid decomposition

Using the tensiometric, potentiometric and conductivity methods we studied the association processes in the p-Octylphenol-NaOH-water system. We have used the spectrophotometric method and investigated the kinetic of decomposition of phosphorus acid esters

Kinetics of reactions of ethyl p-nitrophenyl ethylphosphonate with anionic nucleophiles in a detergentless microemulsion

The kinetics of reactions of ethyl p-nitrophenyl ethylphosphonate with anionic nucleophiles in a delergentless water - oil microemulsion, formed in the n-hexane - water - isopropyl alcohol system, was studied. The rate constants of the reactions in the microemulsion are higher than those in aqueous solutions and increase with increasing isopropyl alcohol : water ratio.

Kinetics of alkaline hydrolysis of esters of phosphorus acids in micellar and hexagonal phases in the cetyldimethylethylammonium bromide - NaOH - Water system

The influence of micellar (Mi) and hexagonal (E) mesophases of the cetyldimethylethylammonium bromide-NaOH-water system (I) on the rates of alkaline hydrolysis of O-p-nitrophenyl-O,O-diethyl phosphate (2), O-p-nitrophenyl-O-ethylethyl phosphonate (3), and O,O-di(p-nitrophenyl)methyl phosphonate (4) was studied by UV spectrophotometry. The binding constants of the substrates, critical micelle concentrations, and rate constants of reactions in the micellar phase were determined. In micellar solutions of system I, a tenfold increase in the rates of alkaline hydrolysis of 2-4 was observed. An increase in the degree of medium ordering during the formation of the E-phase results in a twofold acceleration of alkaline hydrolysis of 2 and 3 and in the inhibition of this process in the case of 4.

DER OXIDATIVE ABBAU VON THIOPHOSPHIN- THIOPHOSPHON- UND THIOPHOSPHORSAEUREESTERN MIT HYPOCHLORIT

The thioesters R1R2P(X)SR (X = O, S) 1 to 4 are degradated oxidatively forming R1R2P(O)OH and R-SO3H.The influence of the following parameters on the oxidation course is investigated using standard conditions: pH, concentration of the hypochlorite, quality of the organic phase and cooperation of phase transfer catalysts and hypochlorite cations.The thioesters 1 to 4 are degradated by hypochlorite with different rates depending on the type of the ligands R1 and R2 and the employment of an optimal pH.An analytical evaluation is possible.