Dimethoxyphosphinylradical

Base Information

• Chemical Name: Dimethoxyphosphinylradical
• CAS No.: 868-85-9
• Molecular Formula: C2H7O3P
• Molecular Weight: 110.05
• Hs Code.: 29209013
• Nikkaji Number: J1.739F,J1.368.989J
• Mol file: 868-85-9.mol

Synonyms:Phosphonic acid dimethyl;Dimethoxyphosphinylradical

Chemical Property of Dimethoxyphosphinylradical

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.402(lit.)
• Boiling Point: 170.499 °C at 760 mmHg
• Flash Point: 29.444 °C
• PSA: 59.00000
• Density: 1.2g/mLat 25°C(lit.)
• LogP: 0.66890
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in water.
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 110.01328108
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl phosphite 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-36-10-68-52/53-43-40
• Safety Statements: 26-36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)OC
• Uses: Dimethyl Phosphite（DMP）is used as a reagent in the synthesis of 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors. It is also used as a reagent in the synthesis of estafiatin phosphonate derivatives which exhibit antibacterial and antifungal activity. Dimethyl Phosphite is a degradation product of the pesticides trichlorphon and malathion and may be released into the envionment following their application. It is a contaminant (approxiately 2%) in the chemical intermediate triethyl phosphite, which hydrolyses readily to dimethyl hydrogen phosphite in the presence of moist air or water. Dimethyl Phosphite is used as a flame retardant on Nylon 6 fibres and, in combination with guanidine and formaldehyde, to impart flame and crease resistance to cotton textiles. The compound is also used to increase fire resistance to cellulosic textiles, acrolein-grafted polyamide fibres and y-irdiated polyethylene. lt is used as a lubricant additive, as a chemical intermediate in the production of organophosphorous pesticides and as an adhesive. Dimethyl Phosphite has also been used as a stabilizer in oil and plaster and, in combination with pyroctechol, as a corrosion inhibitor on steel. As a flame retardant on Nylon 6 fibers; intermediate in the production of pesticides and herbicides; as a stabilizer in oil and plaster; an additive to lubricants

Technology Process of Dimethoxyphosphinylradical

There total 81 articles about Dimethoxyphosphinylradical which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methanol (67-56-1) → methyl phosphite (96-36-6,868-85-9)

Guidance literature:

With phosphorus trichloride; In Petroleum ether; at 50 ℃; for 1h;

Reference yield: 72.0%

phosphorous acid trimethyl ester (121-45-9) → trimethyl phosphite (512-56-1) + methyl phosphite (96-36-6,868-85-9)

Guidance literature:

With Oxone; In tetrahydrofuran; methanol; Ambient temperature;

DOI:10.1016/S0040-4039(99)00261-0

Reference yield: 63.0%

sodium tetraphenyl borate (143-66-8) + triethylamine (121-44-8) + phosphorous acid trimethyl ester (121-45-9) → methyl phosphite (96-36-6,868-85-9) + methyltriethylammonium tetraphenylborate (71162-21-5)

Guidance literature:

In acetone; at 140 ℃; for 40h; Product distribution; NaI instead NaB(C₆H₅)4;

upstream raw materials:

trimethyl orthoformate

morpholine

dimethyl benzoylphosphonate

dimethyl (2-phenylacetyl)phosphonate

Downstream raw materials:

Phosphoric acid methyl ester 2,3,4,5-tetraphenyl-cyclopenta-1,4-dienyl ester; compound with morpholine

[(4-methoxy-phenyl)-(3-methyl-5-oxo-2,5-dihydro-isoxazol-4-yl)-methyl]-phosphonic acid dimethyl ester

[(5-oxo-3-phenyl-2,5-dihydro-isoxazol-4-yl)-phenyl-methyl]-phosphonic acid dimethyl ester

[(5-oxo-3-phenyl-2,5-dihydro-isoxazol-4-yl)-p-tolyl-methyl]-phosphonic acid dimethyl ester

Refernces

Highly efficient synthesis of quaternary α-hydroxy phosphonates via lewis acid-catalyzed hydrophosphonylation of ketones

10.1002/adsc.200900531

The research focuses on the highly efficient synthesis of quaternary α-hydroxy phosphonates through Lewis acid-catalyzed hydrophosphonylation of ketones. The study introduces a novel method that utilizes a Lewis acid catalyst, specifically Ti(O-i-Pr)4, to achieve high yields (up to 98%) of quaternary α-hydroxy phosphonates, which are valuable compounds in pharmaceutical chemistry. The experiments involved the reaction of various ketones with dimethyl phosphite in the presence of the Lewis acid catalyst. The reaction conditions, such as concentration and temperature, were optimized to improve reactivity and yield. The substrate scope was explored under solvent-free conditions, and the products were purified by column chromatography on silica gel. The study also achieved the first catalytic enantioselective hydrophosphonylation of an unactivated ketone using a tridentate Schiff base-titanium complex, although with moderate enantioselectivity. The research was supported by the National Natural Science Foundation of China and the Ministry of Education, and NMR analysis was conducted at Sichuan University Analytical & Testing Center.