Trimethyl phosphite

Base Information

• Chemical Name: Trimethyl phosphite
• CAS No.: 121-45-9
• Molecular Formula: C3H9O3P
• Molecular Weight: 124.076
• Hs Code.: HOSPHITE PRODUCT IDENTIFICATION
• European Community (EC) Number: 204-471-5
• ICSC Number: 1556
• NSC Number: 6513
• UN Number: 2329
• UNII: 26Q0321ZDG
• DSSTox Substance ID: DTXSID4026979
• Nikkaji Number: J2.486D
• Wikipedia: Trimethyl_phosphite
• Wikidata: Q153418
• ChEMBL ID: CHEMBL3186364
• Mol file: 121-45-9.mol

Synonyms:trimethyl phosphite

Chemical Property of Trimethyl phosphite

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 17 mm Hg ( 20 °C)
• Melting Point: -78 °C
• Refractive Index: n20/D 1.408(lit.)
• Boiling Point: 110.2 °C at 760 mmHg
• Flash Point: 27.8 °C
• PSA: 41.28000
• Density: 1.052g/mLat 25°C(lit.)
• LogP: 1.15250
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 124.02893114
• Heavy Atom Count: 7
• Complexity: 31.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

Trimethyl Phosphite ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F,Xi
• Statements: 10-22-36/37/38-41-37/38-65-48/23/24/25-11-46-45-67-66-36
• Safety Statements: 26-39-62-45-16-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphite Compounds
• Canonical SMILES: COP(OC)OC
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes and skin.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• Uses: Trimethyl phosphite has been used primarily as an intermediate in the manufacture of pesticides and the synthesis of organophosphate insecticides. It is also used as a fire retardants in the production of textiles, as an intermediate in the production of flame-retardant polymers for polyurethane foams, and as a catalyst.

Technology Process of Trimethyl phosphite

There total 66 articles about Trimethyl phosphite 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: 100.0%

methanol (67-56-1) + tris(4-dimethylaminopyridine)phosphorus(3+) bromide (139111-73-2) → (3-bromopyridin-4-yl)-dimethyl-amine (84539-35-5) + phosphorous acid trimethyl ester (121-45-9)

Guidance literature:

Inert atmosphere;

DOI:10.1134/S1070363209050089

Reference yield: 83.0%

ammonium hexafluorophosphate + (cyclopentadienyl)(iodomethyl)rhodium(P(OMe3)I (97688-35-2) + 1,2-bis(dimethylphosphanyl)ethane (23936-60-9) → (cyclopentadienyl)(I)rhodium(dpme)(PF6) (84330-26-7) + phosphorous acid trimethyl ester (121-45-9)

Guidance literature:

In benzene; dropwise addn. of phosphine to Rh-compound in benzene (N2, Schlenk tube technique), stirring for 1h at room temp., filtn., washing with ether, drying in vac., dissolving in methanol, addn. of NH4PF6, stirring for 10 min; addn. of ether, filtn., washing with ether, recrystn. (acetone/ether);

Reference yield: 65.0%

methanol (67-56-1) → phosphorous acid trimethyl ester (121-45-9)

Guidance literature:

With potassium phosphate; tetrahexylammonium chloride; phosphorus trichloride; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/hc.20438

upstream raw materials:

methanol

sodium methylate

pyridine

phosphorous acid trimethyl ester; protonated form

Downstream raw materials:

dimethyl 4-methoxy-2,3,5,6-tetrachlorophenyl phosphate

triphenylmethylphosphonic acid dimethyl ester

Phthalic acid 1-[1-(dimethoxy-phosphoryl)-butyl] ester 2-methyl ester

(10-Methoxyanthracen-9-yl)-dimethylphosphat

Refernces

• 1、 Stahl,L.,Ernst,R.D.. "". . p. 5673. Retrieved 1987.
• 2、 Hudson,Williams. "". . p. 1125. Retrieved 1979.
• 3、 Liu, Yu,Tang, Ke-Wen,Wong, Wai-Yeung,Xie, Jun,Xiong, Biquan,Xu, Shipan,Xu, Weifeng. "Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles". . p. 14983 - 15003. Retrieved 2021/11/12.
• 4、 -. "11,12-cyclic phosphite or phosphate derivatives of erythromycin and related macrolides". . . Retrieved 2008/06/13.