D178454

Dimethyl phosphite

98%

• Synonym(s): Dimethoxyphosphine oxide, Dimethyl hydrogen phosphite, Dimethyl hydrogen phosphonate, Dimethyl phosphonate, Hydrogen dimethyl phosphite
• Linear Formula: (CH₃O)₂P(O)H
• CAS Number: 868-85-9
• Molecular Weight: 110.05
• Beilstein/REAXYS Number: 1697490
• EC Number: 212-783-8
• MDL number: MFCD00044633
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893543
• NACRES: NA.22
• form: liquid
• assay: 98%

Properties

• Quality Level: 200
• assay: 98%
• form: liquid
• impurities: ≤0.5% trimethyl phosphate; ≤1% methyl alcohol
• refractive index: n20/D 1.402 (lit.)
• bp: 170-171 °C (lit.)
• density: 1.2 g/mL at 25 °C (lit.)
• SMILES string: [H]P(=O)(OC)OC
• InChI: 1S/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3
• InChI key: HZCDANOFLILNSA-UHFFFAOYSA-N

Description

Application

Dimethyl phosphite is used in the synthesis of α-aminophosphonates, which are medicinally important phosphorus analogs of amino acids, by treating with an amine and an aldehyde or a ketone. It can also be employed in asymmetric hydrophosphonylation of aldehydes to synthesize optically active α-hydroxy phosphonates.

Dimethyl phosphite may be used as an effective alternative to organic tin hydrides as radical reducing agents for organic halides, thionoesters, and isocyanides to form the corresponding hydrocarbons. Radical translocation/cyclization reactions of terminal alkynes to form cyclic phosphonates can also be effectively carried using dimethyl phosphite as a reagent under tin-free condition.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H317,H341,H351,H412
• pcodes: P202 - P261 - P273 - P280 - P302 + P352 - P308 + P313
• Hazard Classifications: Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 158.0 °F - closed cup
• flash_point_c: 70 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter