1066-53-1

Usage

InChI:InChI=1/C2H7O3P/c1-5-6(2,3)4/h1-2H3,(H,3,4)

Upstream product

• 67-56-1 methanol 
• 1932-59-8 Methanphosphonsaeure-anhydrid 
• 1066-52-0 methyl methylphosphonochloridate 
• 756-79-6 dimethyl methane phosphonate 
• 710-09-8 methyl-phosphonic acid benzyl methyl ester 
• 65143-05-7 O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothiolate 
• 96203-11-1 N,N-diethyl-N-methylethanaminium methyl methylphosphonate 
• 1284189-34-9 C₈H₁₁O₃PS 
• 151681-49-1 C₇H₉O₂PS 
• 1284189-31-6 C₇H₈FO₂PS 
• 1284189-30-5 C₇H₈ClO₂PS 
• 1236206-77-1 C₇H₇Cl₂O₂PS 
• 594-61-6 2-methyllactic acid 
• 7284-49-3 methyl-phosphonic acid methyl ester-(4-nitro-phenyl ester) 

Downstream Products

• 606092-24-4 6-[(methoxymethylphosphinyl)amino]-N-phenylhexaneamide 
• 606092-25-5 6-[(methoxymethylphosphinyl)oxy]-N-phenylhexaneamide 
• 756-79-6 dimethyl methane phosphonate 

Relevant academic research and scientific papers

Solid-phase synthesis of some alkyl hydrogen methylphosphonates

Eleven alkyl hydrogen methylphosphonates of structure RO(HO) P(O)Me were made by phosphoramidite chemistry on hydroxymethyl polystyrene resin; R = Me, Et, n-Pr, i-Pr, n-Bu, n-hexyl, n-octyl, cyclohexyl, cycloheptyl, cyclooctyl, and 3,3-dimethylbutan-2-yl

Understanding chemical interaction between phosphonate-derivative molecules and a silver surface cluster in SERS: A combined experimental and computational approach

The interaction between phosphonate functions and a silver surface cluster is investigated using Surface-Enhanced Raman Spectroscopy (SERS). Changing the functional group (methylphosphonic acid based molecule) by studying the effect of protonation, methylation and substitution of the side chain with amine and carboxylate functions enabled us to modulate the chemical interactions between the different functions and the metal cluster. We find that the adsorption energy of the methylphosphonic acid decreases with the protonation, the methylation processes and the substitution of the side chain. In all cases, only the deprotonated phosphonate forms are SERS active. To understand how the molecules interact with the nanoparticle, the electronic structure, adsorption energies and Raman spectra were computed for molecules adsorbed on a 20 atom silver cluster representing a nanoparticle surface. The qualitative agreement between computed static Raman spectra and experimental SERS spectra makes it possible to determine stable geometries of the analyte-silver cluster complexes and to characterize the adsorption modes. The findings presented here provide a framework for designing analytical developments based on SERS for simultaneous detection of phosphonated molecules, including pesticides such as glyphosate, creating practical opportunities in key areas such as environmental and water resource in situ monitoring.

Synthesis of both RP and SP enantiomers of unsymmetrical methylphosphonates based on a new approach utilizing a P-ester bond with α-hydroxyacids

Condensation of methyl methylphosphonochloridate with the dilithium salt of 2-methyllactic acid gave P-racemic methylphosphonates which unexpectedly contained two units of α-hydroxyacid linked via carboxylic ester bond. The racemic mixture was chromatogra

Textile/metal-organic-framework composites as self-detoxifying filters for chemical-warfare agents

Abstract The current technology of air-filtration materials for protection against highly toxic chemicals, that is, chemical-warfare agents, is mainly based on the broad and effective adsorptive properties of hydrophobic activated carbons. However, adsorption does not prevent these materials from behaving as secondary emitters once they are contaminated. Thus, the development of efficient self-cleaning filters is of high interest. Herein, we report how we can take advantage of the improved phosphotriesterase catalytic activity of lithium alkoxide doped zirconium(IV) metal-organic framework (MOF) materials to develop advanced self-detoxifying adsorbents of chemical-warfare agents containing hydrolysable P-F, P-O, and C-Cl bonds. Moreover, we also show that it is possible to integrate these materials onto textiles, thereby combining air-permeation properties of the textiles with the self-detoxifying properties of the MOF material. The silk of human kindness: Insertion of lithium alkoxides in zirconium metal-organic frameworks (MOF) which are then deposited on silk fibers gives rise to protective fabrics capable of self-detoxifying chemical-warfare agents. The fabrics combine the air-permeation properties of the textiles with the highly active phosphotriesterase catalytic activity of the MOF for the hydrolysis of P-F, P-O, and C-Cl bonds.

Thermocatalytic Oxidation of Dimethyl Methylphosphonate on Supported Metal Oxides

Thermocatalytic oxidation of dimethyl methylphosphonate (DMMP) was carried out on nickel, iron, copper, and vanadium oxides supported on γ-Al2O3. The vanadium catalyst was found to exhibit exceptional catalytic activity, even better than platinum catalysts. Varying the vanadium loading from 1 to 15% by weight indicated that 10% vanadium on Al2O3 was an optimal content. In conjunction with XRD patterns, monolayer dispersion of V2O5 on Al2O3 was considered to be beneficial to the longevity of these catalysts. Different supports, including Al2O3, SiO2, and TiO2, were examined and SiO2 was the optimum support because of its large surface area and the ability to resist poisoning by P2O5. On 10% V/SiO2 catalysts, 100% (to our limit of detection of 0.1%) conversion of DMMP was reached for more than 100 h at 723 K. IR, X-ray powder diffraction, ion chromatography, and XPS results illustrated that the used catalysts contained phosphorus species. The presence of methylphosphonic acid on the catalyst surface and downstream of the packed bed reactor demonstrated the difficulty of P-CH3 cleavage. The deposition of coke in the catalyst bed and along the reactor wall resulted from the dehydration of methanol and DMMP on P2O5. Accumulation of phosphorus species and coke on catalysts gave rise to a tremendous loss of surface area. However, P2O5 itself was observed to catalyze the decomposition of DMMP. A mechanism for this reaction was proposed to explain these experimental observations.

Catalytic Oxidation of Dimethyl Methylphosphonate

The catalytic oxidation in air of dimethyl methylphosphonate (DMMP), a nerve gas stimulant, has been studied over laboratory-prepared Pt/Al2O3 as a function of Pt loading (0.5 or 2.0percent) and temperature (150, 250, or 400 deg C).At 250 deg C and residence time of 0.69 s, carbon balances indicate that 90-95percent of the C atoms in the DMMP feed were completely oxidized to CO2 during the periods when DMMP destruction was > 99percent (50 h for the 0.5percent Pt catalyst and 76 h for the 2.0percent Pt catalyst).Only after the end of these protection periods was methanol detected in the gaseous effluent.HPLC analysis of a product liquid showed that four intermediate P-containing compounds were formed: dimethyl phosphate (DMP), monomethyl phosphate (MMP), monomethyl methylphosphonate (MMMP), and methylphosphonic acid (MPA).A reaction scheme is proposed to account for the production of these intermediates by a series of oxidative and hydrolytic reactions.Different behavior was observed at 400 deg C.Although the period of complete DMMP destruction was very long ( > 135 h) with 0.5percent Pt catalyst, oxidation as measured by CO2 production was incomplete and the oxidation activity decreased with time on stream.At 400 deg C the hydrolytic reactions apparently become sufficiently efficient to effect complete DMMP conversion for extended periods despite the drop in oxidation activity.Several methods of characterizing deactivated catalyst provide incremental evidence that catalyst alumina reacts with product phosphoric acid to give AlPO4.

Investigating the breakdown of the nerve agent simulant methyl paraoxon and chemical warfare agents GB and VX using nitrogen containing bases

A range of nitrogen containing bases was tested for the hydrolysis of a nerve agent simulant, methyl paraoxon (MP), and the chemical warfare agents, GB and VX. The product distribution was found to be highly dependant on the basicity of the base and the quantity of water used for the hydrolysis. This study is important in the design of decontamination technology, which often involve mimics of CWAs.

Molecular mechanisms of additive fortification in model epoxy resins: A solid state NMR study

The bulk properties of polymers are often adjusted via addition of a complex blend of compounds collectively known as additives, where so-called molecular fortifiers (or antiplasticizers) may improve the mechanical properties. In the present work, insight into molecular mechanisms of additive-fortification in model epoxy resins was obtained from multinuclear solid-state NMR analysis. In particular, we have demonstrated a "free molecule"-type behavior of DMSO-d6 in DMSO-fortified resins similar to common inclusion compounds thereby revealing mere filling of free volume. In case of DMMP-fortified resins, however, chemical modification during postcure of the epoxy resin is observed yielding methyl methylphosphonate (MMP) and salt formation, where dynamic heterogeneities of MMP-d3 suggest a rather complex mechanism of fortification. The interpretation of NMR data was further supported by ab initio calculations.

Adsorption and Decomposition of Dimethyl Methylphosphonate on an Aluminum Oxide Surface

The adsorption of gaseous dimethyl methylphosphonate (DMMP) on aluminum oxide film surfaces has been investigated with inelastic electron tunneling spectroscopy.Surface temperatures ranged between 200 and 673 K, and exposures ranged between 3*10-4 and 10 torr*s.Tunneling spectra of deuterium-labeled DMMP, methyl alcohol-d4, methyl methylphosphonate, methylphosphonic acid, and trimethylphosphine oxide, all adsorbed on aluminum oxide surfaces, were used to clarify the structures of the species resulting from the adsorption and decomposition of DMMP.At 200 K, DMMP is adsorbed molecularly with high surface coverages.At surface temperatures above 295 K, DMMP is adsorbed dissociatively in low coverages.Surface temperatures above 473 K lead to the dealkylation of the adspecies, resulting in the formation of adsorbed methylphosphonate.

VARIANTS OF PHOSPHOTRIESTERASE FOR THE HYDROLYSIS AND DETOXIFICATION OF NERVE AGENTS

Variants of phosphotriesterase have been created that exhibit enhanced hydrolysis of V-type and G-type nerve agents over wild-type phosphotriesterase. V- and G-type nerve agents have an SP and RP enantiomer. The SP enantiomers are more toxic. V-type nerve