Ethyl methyl phosphonic acid

Diisopropyl methylphosphonate is a colorless liquid at normal temperatures. It is also known as methyl-,bis-(l-methyl-ethyl)ester, phosphonic acid, and methyl-diisopropyl ester. 

Siegenthaler (34) reported a screening procedure for phosphonic acids, which included ethyl methyl-phosphonothioic acid and ethyl isopropylphospho-nothioic acid, based on negative ion ESI under conditions that promoted in-source CID. LC separation was on a 250 x 3mm C18 column, eluted with a water-methanol-20 mM NH4OAc gradient,... 

Chloro methyl ethyl sulfide phorate 2 Chloro methyl phenol ethiofencarb Chloro methyl phosphonic acid glyphosate... 

FIGURE 52.1. Metabolic detoxification of warfare nerve agents tabun, sarin, soman, and VX in mammals in vivo. Chemical names of metabolites are EDMPA - ethyl dimethylaminophosphoric acid, IMPA - isopropyl methylphosphonic acid, PMPA - pinacolyl methyl-phosphonic acid, EMPA - ethyl methylphosphonic acid, and MPA - methylphosphonic acid. 

Acidic and basic hydrolysis of GA result in different products (Fig. 4). Under acidic conditions, ethylphosphoryl cyanidate and dimethylamine are formed under basic and neutral conditions, ethyl A,A-dimethylamido phosphoric acid and hydrogen cyanide are formed. Although the latter pathway is predominant, di-methylphosphoramidate, phosphorocyanidate, and dimethylphosphoramide cyanidate may also be formed (Sanches et al. 1993). The phosphorus-containing compounds are slowly hydrolyzed to phosphoric acid. Although theoretically possible, there is little likelihood of formation of a detectable amount of methyl phosphonic acid from GA. Hydrolysis products are listed in Table 37. 

Kaaijk and Frijlink (1977) and Verweij and Boter (1976) reported on the degradation (presumably by all processes) of VX in soil under laboratory conditions. Degradation was rapid with formation of ethyl methylphosphonic acid and diisopropyl ethyl mercaptoamine. After 1 d, the applied concentration of 0.2 mg/g soil decreased to 22% in humic sand and 2% in humic loam and clayey peat. Only 0.1% of applied VX was detectable in all soils after 3 wk. The half-life of ethyl methylphosphonic acid was 8 d the degradation product was methyl phosphonic acid. Binding of the metabolites but not the parent compound correlated positively with the amount of organic matter in the soil. Small (1984)... 

The treatment of 1 with an aqueous solution of NaOH yields a-ethyl-a-N-(hydroxyethylamino)methyl phosphonic acid 2 after treatment with Dowex 50WX8-200 [89]. a-Ethyl-N-(phosphonomethyl) glycine 3 is obtained by oxidation of 1 or 2 [90]. The cytotoxicity of the new aminophosphonic acids has been studied in continuous cell line and was expressed as a concentration-depending reduction of the uptake of the vital dye Neutral Red (ICjq) (Table 4.1) [91]. The results obtained showed that 4-ethyl-2-hydroxyl-2-oxo-1,4,2-dioxaphosphorinane and a-ethyl-a-(hydroxyethy-lamino)methyl phosphonic acid are toxic compounds. The sodium salt of the... 

Ethylbenzene and methyl phosphonic acid act as model compounds to parameterize the interaction of beads A and B in models 2 and 3. Separate NPT MD simulations of 500 molecules of each type were carried out at ambient temperature (300 K) and pressure (1 bar). The force field of ethyl benzene was adapted from the PS force field of reference. For methyl phosphonic acid, the force field was taken from simulations of heptylpho-sphonic acid. The heat of vaporization was calculated separately for each type of molecule. The molar volume of each compound was calculated by dividing the molecular weight of the bead by the density obtained from NPT molecular dynamics. The experimental density for methyl phosphonic add was unknown. Therefore, molar volumes for both beads were calculated by MD simulations. The solubility parameters and dg calculated by equation 50 are given in Table 3. The calculated value of % parameter (1.41) from the solubility parameters, which was greater than zero, signifies that ethylbenzene and methyl phosphonic acid should not mix. 

Table 3 Hildebrand solubility parameters for bead A (styrene/ethyl benzene) and B (methyl phosphonic acid) for models 2 and 3. 

Ethylamino)(2-hydroxyphenyl)methyl] phosphonic acid Et ester, in E-00065, S-Ethyl-/V-(diisopropylthiophosphoryl) dithiocarbamate, in B-00404 [Ethy lenebis(iminobenzy lidene) ] diphosphinic acid, E-00074 [Ethylenebis(iminosalicylidene)] diphosphinic acid, E-00075 Ethylphosphonothioic dichloride, E-00105 >Glyphosine, G-00040 Heptyl tetraethylphosphorodiamidate, in T-00046... 

Lucken, E.A.C. 1966. The electron spin resonance spectra of the free radicals arising from the action of Fenton s reagent on the methyl and ethyl esters of phosphoric and phosphonic acid. J. Chem. Soc. A 1354—1356. 

Figure 8. LC/MS mass chromatograms, positive APCI showing the detection of four isomeric alkyl alkylphosphonic acids (1 Hg/ml) and two dialkylalkyl phosphonates (10 p,g/ml) (upper), negative APCI showing selective detection of the phosphonic acids, a. i-PrMPA and EEPA (unresolved), b. methyl n-PrPA, c. n-PrMPA, d. ethyl methyl methylphosphonate, and e. dimethyl ethylphosphonate (lower)...

Af-Fmoc L-F2Pmp(OEt)2-OH (5) is indexed within the ACS system under registry number 160751-44-0 bearing the chemical name, 4-(difluoro-di-ethyl-phosphono-methyl)-Af-[(9H-9-ylmethoxy)carbonyl]-L-phenylalanine. The associated chemical structure is currently incorrectiy given as the free phosphonic acid, A-Fmoc l-F2Pmp-OH (6). 

METHYL PHOSPHONIC DICHLORIDE see MOB399 METHYLPHOSPHONOFLUORIDIC ACID ISOPROPYL ESTER see IPXOOO METHYLPHOSPHONOFLUORIDIC ACID-1-METHYLETHYL ESTER see IPXOOO METHYLPHOSPHONOTHIOIC ACID-S-(2-(BIS(METHYLETHYL)AAaNO)ETHYL)o-ETHYL ESTER see EIGOOO... 

Kinney WA, Abou-Gharbia M, Garrison DT, Schmid J, Kowal DM, Bramlett DR, Miller TL, Tasse RP, Zaleska MM, Moyer JA. Design and synthesis of (2-(8,9-dioxo-2,6-diazabicyclo(5.2.0. non-l(7.-en-2-yl.- ethyl.phosphonic acid (EAA-090., a potent N-methyl-D-aspartate antagonist, via the use of 3-cyclobutene-1,2-dione as an achiral a-amino acid bioisostere. J. Med. Chem. 1998 41 236-246. 

C9H12N05P ethyl phosphonic acid, methyl p-nitrophenyl 15536-01-3 388.15 33.250 1,2 17151 C9H1202 3-methoxy-alpha-methylbenzenemethanol 23308-82-9 512.40 45.077 2... 

N04PCi2H2s, Phosphonic acid, [(N,iV-di-ethylcarbamoyl)methyl]-, bis(l-methyl-ethyl)ester, 24 101... 

A number of acylphosphonic acids are of interest for their biological activity, or as intermediates in syntheses of potentially bioactive phosphonic acids [7, 34, 48 - 50]. In many cases, they are most conveniently prepared by hydrolysis of the corresponding esters. Due to the presence of the keto function, acid hydrolysis (heating in aqueous HCl) is generally not a practical method to achieve this. Silyldealkylation of methyl-, ethyl- or isopropyl phosphonates with BTMS, followed by very mild hydrolysis is normally compatible with acyl and other sensitive functionalities [7,34,48]. 

Phosphonic Acid, Methyl-, (5-Ethyl-2-methyl-l,3,2-dioxaphosphorinan-5-yl) Methyl Methyl Ester, P-Oxide [CAS 41203-81-0] Schedule 2... 

Many communications have concentrated on specific amino phosphonic acids or derivative types. Thus, esters of phosphonoaminoacetic add were obtained by the reactions between trialkyl (ethyl) phosphite and (218) and which are thought to proceed via the phosphorane (219). A sequence has been presented for the preparation of the mono- and di-benzyl esters of N-chz protected (a-aminoben-zyl)phosphonic acid. A synthesis of (aminomethylene)bisphosphonic acid from dibenzylamine, dibenzyl hydrogenphosphonate and triethyl orthoformate has been noted and the asymmetric hydrogenation of (220) in the presence of chiral phosphine catalysts yields samples of (221) with e.e.s of 63-96%. The pyrrolidine-based compound (222) has been prepared from methyl S)-N-methoxycarbonyl-4-oxo-2-pyrrolidinecarboxylate and iV-coupled 4-amino-butanal diethyl acetals were the starting materials in syntheses of the pyrrolidine-2-phosphonic add derivatives (223) in which Z represents the iV-protected amino add or peptide moiety. ... 

Hydrolysis of the resulting resins containing methyl and ethyl ester functionalities is done by refluxing the polymer in 3 M NaOH solution for 4 h. After the reaction, the polymer is washed with distilled water and conditioned with 1 M HCl, water, 1 M NaOH, water, 1 M HCl and finally with water. The phosphonic acid content is 3.7 mmol g . ... 

Novel aminophosphonic acids and aminobis(phosphonic acids) have been prepared by alkylation of Schiff bases with methyl bromoacetate or ethyl acrylate. Evaluation against penicillin-binding proteins showed that the compound (522) and (524)-(526) had an interesting activity against R39... 

Synonyms Bis [O-ethyl-(3,5-di-t-butyl-4-hydro) benzy0 phosphonic acid], calcium salt Calcium bis [O-ethyl (3,5-di-t-butyl-4-hydroxybenzyl) phosphonate] Calcium monoethyl ((3,5-bis (1,1-dimethylethyl)-4-hydroxyphenyl] methyl] phosphonate (1 2)... 

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