D178454

Dimethyl-phosphit

98%

• Synonym(e): Dimethoxyphosphine oxide, Dimethyl hydrogen phosphite, Dimethyl hydrogen phosphonate, Dimethyl phosphonate, Hydrogen dimethyl phosphite
• Lineare Formel: (CH₃O)₂P(O)H
• CAS-Nummer: 868-85-9
• Molekulargewicht: 110.05
• Beilstein: 1697490
• EG-Nummer: 212-783-8
• MDL-Nummer: MFCD00044633
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24893543
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 98%
• Form: liquid
• Verunreinigungen: ≤0.5% trimethyl phosphate; ≤1% methyl alcohol
• Brechungsindex: n20/D 1.402 (lit.)
• bp: 170-171 °C (lit.)
• Dichte: 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
• InChIKey: HZCDANOFLILNSA-UHFFFAOYSA-N

Beschreibung

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Warning
• H-Sätze: H317,H341,H351,H412
• P-Sätze: P202 - P261 - P273 - P280 - P302 + P352 - P308 + P313
• Gefahreneinstufungen: Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Skin Sens. 1
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 1
• Flammpunkt (°F): 158.0 °F - closed cup
• Flammpunkt (°C): 70 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter