Trimethyl phosphite 3,5-dimethyl

Ironically, the reactor was used to produce Antiblaze 19, a flame retardant used in textiles and polyurethane foam. Antiblaze 19 is a cyclic phosphorate ester produced from a mixture of trimethyl phosphite, dimethyl methylphosphonate (DMMP), and trimethyl phosphate (TMOP). The final product is not considered flammable, but trimethyl phosphite is moisture sensitive and flammable, with a flash point of about 27 C. 

Antiblaze 19, a phosphonate ester and flame retardant used in textiles and polyurethane foam manufactured from trimethyl phosphite, dimethyl methylphosphonate, and trimethyl phosphate. 

Cl2H2oCrOeP2 r (T -Cyclopentadienyl)dicarbonyl(trimethyl phosphite)-(dimethyl phosphonato)chromium, 45B, 971 C13H5FsFeOftS, Dicarbonyl(TT-cyclopentadienyl)(pentafluorophenylsul-phonyl-S)iron, 40B, 748... 

Aboee-Mehiizi, F., Mosslemin, M. H., Rustaiyan, A., Hassanabadi, A., Abutalebi, A., Safari, M. (2011). Three-component and one-pot reaction between trimethyl phosphite, dimethyl acetylenedicarboxylate and ethyl 4-aryl-2,4-dioxobutanoates. Journal of Chemical Research, 35, 394-396. 

The dimethyl allylphosphonate 352 is prepared by the reaction of allylic acetates with trimethyl phosphite[221]. 

Neruda, B. et al., J. Organomet. Chem., 1976, 111, 241-248 In the exothermic reaction with trimethyl phosphite to give r/.v-dimethyl-bis(trimethyl phosphito)platinum, the azide must be added to the phosphite in small portions with stirring. Addition of the phosphite to the solid azide led to a violent explosion, probably involving the transitory by-product methyl azide. 

Trimethyl phosphite (12.4 g, 0.1 mol) and p-methoxybenzyl chloride (15.6 g, 0.1 mol) were heated at reflux under a nitrogen atmosphere for 20 h. The residue was vacuum distilled (141°C/0.45 torr) to give the pure dimethyl (4-methoxybenzyl)phosphonate (12.6 g, 59%) as an oil, which exhibited spectra in accord with the proposed structure. 

Trimethyl phosphite (24.8 g, 0.2 mol) was added dropwise at room temperature to l-isopropoxy-l-chloro-2-methylpropane (30.1 g, 0.2 mol). As heating was begun, methyl chloride began to be evolved. After heating at 100°C for 2 h, the reaction mixture was vacuum distilled. There was thus isolated pure dimethyl 1-isopro-poxy-2-methylpropylphosphonate (27.8 g, 62%) of bp 94 to 95°C/0.8 torr. 

A mixture of 2-iodotoluene (8.78 g, 0.04 mol) and trimethyl phosphite (24.8 g, 0.20 mol) was placed in a 45-ml, double-jacketed silica reaction vessel. The mixture was degassed by flushing with dry nitrogen for 5 min and irradiated with a 450-watt Hanovia (Model 679A-10) high-pressure quartz mercury vapor lamp fitted with an aluminum reflector head. The lamp was placed 5 cm from the inner portion of the reaction vessel. The reaction temperature was maintained at 0°C by the circulation of coolant from a thermostatically controlled refrigeration unit. Irradiation was continued at this temperature for 24 h. At the end of this time, the volatile materials were removed with a water aspirator, and the residue was vacuum distilled (96 to 97°C/0.25 torr) to give the dimethyl 2-methylphenylphosphonate (7.28 g, 91%). 

To a stirred suspension of N-(2,6-dimethyl-4-oxopyridin-l-yl)pyridin-ium tetrafluoborate (0.58 g, 2 mmol) in dry acetonitrile (20 ml) under nitrogen was added trimethyl phosphite (0.25 g, 2 mmol), followed by finely divided sodium iodide (0.30 g, 2 mmol). After 1 h at 25°C, the solvent was removed under reduced pressure, and water (20 ml) was added. The mixture was extracted with methylene chloride (3 x 15 ml), and the extracts were dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The residue was dissolved in ethyl acetate (40 ml), heated at reflux for 4 h, evaporated under reduced pressure, and eluted on an alumina column (grade 1, neutral) with chloroform to yield pure dimethyl pyridin-4-ylphosphonate (0.36 g, 96%) of melting point (mp) 139 to 140°C. 

The dimethyl methylphosphonate (XI) can also be readily prepared by the Arbusov rearrangement of trimethyl phosphite 3... 

If R=R the reaction appears to be catalytic, as a small quantity of 12 Cl will suffice to convert a considerable quantity of the phosphite into the alkylphosphonate2 (I). As little as 0 01 ml. of methyl iodide will isomerize trimethyl phosphite.3 Methyl iodide can be replaced satisfactorily by dimethyl sulphate. 

Harada et al. studied the TiO2 photocatalytic mineralization of trimethyl phosphate, trimethyl phosphite, and O, (9-dimethyl ammonium phosphodithioate and reported excellent mass balance based on phosphate, sulfate, and carbon dioxide produced after prolonged illumination [39]. Subsequent studies found the organophosphorus insecticides dimethyl-2,2-dichlorovinyl phosphate [Eq. (5)] and di-methyl-2,2,2-trichloro-I-hydroxyethyl phosphonate were mineralized by solar irradiation in the presence of suspended TiO2 [40] ... 

Dimethyl hydrogen phosphite is used as a flame retardant on nylon 6 fibres, as a chemical intermediate in the production of pesticides and in lubricant additives and adhesives. No data on occupational exposure levels were available. A potential source of exposure to this chemical is from its occurrence as a degradation product of the chemical intermediate trimethyl phosphite and of pesticides such as trichlorphon and malathion (lARC, 1990). 

Liquid Sarin (107-44-8) Tabun (77-81-6) VX (50782-69-9) Mustard gas (505-60-2) Dimethyl methylphosphonate (756-79-6) Thiodiglycol (111-48-8) Phosphorus oxychloride (10025-87-3) Trimethyl phosphite (121-45-9)... 

Phthaloylation of tertiary amines and amino acids is rapidly effected by reaction with 3-chloro-3-(dimethoxyphosphoryl)isobenzofuran-l(3//)-onet a stable, crystalline reagent (mp 78-80 °C) easily prepared by reaction of phthaloyl chloride with trimethyl phosphite [Scheme 8.13] 25 The reaction can be performed in aqueous media and the dimethyl phosphite by-product of the reaction is water soluble. 

OLEFINS N,N-Dimethylformamide dimethyl acetal. Iron pentacarbonyl. 0-4-Methylphenyl chlorothioformate. Naphthalene-Sodium. Potassium hexachloro-tungstate. Sodium methylsulflnylmetbyl-ide. Sodium sulfide. p-Tolucnesulfonyl-hydrazine. Trimethyl phosphite. Ttiphen-ylphosphine. 

Ozonides are rarely isolated [75, 76, 77, 78, 79], These substances tend to decompose, sometimes violently, on heating and must, therefore, be handled with utmost safety precautions (safety goggles or face shield, protective shield, and work in the hood). In most instances, ozonides are worked up in the same solutions in which they have been prepared. Depending on the desired final products, ozonide cleavage is done by reductive or oxidative methods. Reductions of ozonides to aldehydes are performed by catalytic hydrogenation over palladium on carbon or other supports [80, 81, 82, S3], platinum oxide [84], or Raney nickel [S5] and often by reduction with zinc in acetic acid [72, 81, 86, 87], Other reducing agents are tri-phenylphosphine [SS], trimethyl phosphite [89], dimethyl sulfide (DMS) [90, 91, 92], and sodium iodide [93], Lithium aluminum hydride [94, 95] and sodium borohydride [95, 96] convert ozonides into alcohols. 

A range of diverse substituted allyl phenyl sulfoxides, which are available by addition of dimethyl cuprate to allenyl sulfoxides or more generally by alkylation of simpler analogs, - have been converted into allylic alcohols possessing predominantly ( )-stereochemistry (E Z 90 10) following simple admixture with trimethyl phosphite - or thiophenolate (MeOH, 60 C, 7 h Scheme 98 Scheme 99 for a lower selectivity see Scheme 98, entry a). ... 

Treatment of trialkyl phosphites with dimethyl acetylenedicarboxylate in toluene at 80 °C in the presence of the fullerene, Ceo, results in the formation of the stabilised phosphite-ylides (81), involving a cyclopropane ring on the fullerene unit. These ylides readily undergo hydrolysis with hydrobromic acid to give the phosphonates (82) in good yield. Protonation of the initial adducts of trimethyl phosphite and dialkyl acetylenedicarboxylates by indane-1,3-dione leads to the formation of vinyltrimethoxyphosphonium cations. 

A1 n.m.r. spectra of nitromethane solutions of A1(C104)3 together with trimethyl phosphate, dimethyl methylphosphonate, or dimethyl phosphite show that Al3+ is octahedrally co-ordinated, whereas a tetrahedral species is indicated in the presence of hexamethylphosphoramide.410 13C n.m.r. data were also reported for these solutions.411... 

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