53971-30-5

Usage

InChI:InChI=1/C4H11O4P.K/c1-3-7-9(5,6)8-4-2;/h3-4H2,1-2H3,(H,5,6);/q;+1/p-1

Upstream product

• 26562-24-3 3-bromo-2-methoxypropene 
• 1067-73-8 diethyl (2-oxobutyl)phosphonate 
• 54436-53-2 O,O-diethyl (2,4-dinitrophenyl) phosphate triester 
• 5871-17-0 potassium O,O'-diethylthiophosphate 
• 78-40-0 triethyl phosphate 
• 10519-96-7 potassium trimethylsilonate 
• 358-74-7 diethyl fluorophosphate 
• 2510-86-3 O,O-diethyl O-phenyl phosphate 
• 311-45-5 paraoxon 

Downstream Products

• 17071-46-4 cadmium diethyl phosphate 
• 1292298-93-1 diethyl (2-(4-hydroxy-2,6-dimethoxyphenyl)-2-oxoethyl)phosphate 

Relevant academic research and scientific papers

Analytical method for the determination of O,O-diethyl phosphate and O,O-diethyl thiophosphate in faecal samples

A residue analytical method was developed for the determination of the dialkylphosphate metabolites of parathion in faecal samples obtained from rabbits. The faecal pieces were homogenised in water and highly water-soluble O,O-diethyl phosphate (DEP) and O,O-diethyl thiophosphate (DETP) were subsequently alkylated to pentafluorobenzyl esters by a phase transfer reaction. Derivatisation yields depend on the reaction time. The recovery rates were determined over the complete procedure using authentic reference standards in matrix solution. The reference standards allow to observe an effect of the sample matrix on the area of signals while GC-FPD is used. The recoveries over the concentration range from 0.05 to 5 μg/g were 47-62% for O,O-diethyl phosphate and 92-106% for O,O-diethyl thiophosphate potassium salt with FPD. (C) 2000 Elsevier Science Ltd.

Component Mobility by a Minute Quantity of the Appropriate Solvent as a Principal Motif in the Acceleration of Solid-Supported Reactions

The effects solvents have on fluoride-promoted heterogeneous hydrolysis and alcoholysis of various organo-phosphorus (OP) compounds on the surface of KF/Al2O3 are described. Solid-state magic angle spinning NMR analyses and SEM microscopy have shown that not only is the identity of the solvent important in these reactions but also its quantity. That is, minimal solvent amounts are favored and much more effective in such solid-supported reactions (and maybe generally) than those featuring solvent-free or excess solvent (>50 wt %) conditions. The addition of a minute quantity of the correct solvent (3-10 wt %, molar equivalent scale) avoids reagents leaching from the matrix, permits mobility (mass transport) of the reaction components and ensures their very high local concentration in close proximity to the solid-support large porous surface area. Accordingly, significant acceleration of reactions rates by orders of magnitude is obtained. Fascinatingly, even challenging phosphoesters with poor leaving groups, which were found to be very stable in the presence of solvent-free KF/Al2O3 or wetted with excess water, were efficiently hydrolyzed with a minute amount of this solvent.

Identification of products in the reaction of 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide with diethyl 4-nitrophenyl phosphate in alkaline medium

Products of the reaction of 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide with diethyl 4-nitrophenyl phosphate in alkaline medium have been identified by electronic spectroscopy, one-(1H, 31P, 13C) and two-dimensional (1H-1H COSY, 1H-31P HMBC) NMR techniques, and NMR titration. 2-[(Hydroxyimino)-methyl]-1,3-dimethylimidazolium iodide has been found to act as nucleophile which is likely to be converted into 2-cyano-1,3-dimethylimidazolium. The other products are 4-nitrophenol and diethyl hydrogen phosphate. Other reaction paths, such as nucleophilic catalysis of the hydrolysis of diethyl 4-nitrophenyl phosphate by 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide and formation of a stable phosphorylated product, have been ruled out.

Oxidation in organophosphorus chemistry: Potassium peroxymonosulphate

Potassium peroxymonosulphate (Oxone) is used as an efficient, chemoselective and stereoselective oxidizing agent for a wide variety of phosphorous, phosphothio- and phosphoseleno-compounds.

Methylenomycin B: New Syntheses Based on β- and γ-Keto Phosphonates and γ-Keto Phosphine Oxides

Methylenomycin B has been synthesized from diethyl 2-oxobutanephosphonate (4) in three steps in 39 percent overall yield.Starting from diethyl 3-oxobutanephosphonate (10) and diphenyl(3-oxobutyl)phosphine oxide (13), methylenomycin B has been obtained in 34 percent and 27 percent overall yield, respectively.A characteristic feature of these syntheses of methylenomycin B is that the exo-methylene function is introduced via the Horner-Wittig reaction of formaldehyde (36 percent aqueous solution) with the corresponding α-phosphorylcyclopentenones 6 and 20.The latter were obtained from phosphorylated 1,4-diketones by intramolecular base-catalyzed cyclization.A brief discussion of some mechanistic aspects of the Conant reaction is also given.

A Lanthanum Macrocycle catalysed Hydrolysis of a Phosphate Triester

A lanthanum macrocycle is shown to be an effective catalyst for the hydrolysis of the phosphate triester 2,4-dinitrophenyl diethyl phosphate, at pH 9 the rate enhancement using 2.5*1E-3 mol dm-3 catalyst at 25 deg C being ca. 1E3-fold; the reaction is shown to be catalytic rather than stoicheiometric, and possible mechanisms are considered to account for the catalysis.

Preparation of anhydrous organic acid salts

One-step process for preparing anhydrous, organic acid alkali or alkaline earth metal salts by contacting and reacting an organic or polymeric acid fluoride, anhydride or ester and an organic alkali or alkaline earth metal silanolate.