779903

Hexamethylphosphoramid

absolute, over molecular sieve (H₂O ≤0.03%), ≥98.0% (GC)

• Synonym(e): HMPT, Phosphorsäure-tris-(dimethylamid), Tris-(dimethylamino)-phosphinoxid
• Lineare Formel: [(CH₃)₂N]₃PO
• CAS-Nummer: 680-31-9
• Molekulargewicht: 179.20
• Beilstein: 1099903
• EG-Nummer: 211-653-8
• MDL-Nummer: MFCD00008303
• UNSPSC-Code: 12352111
• PubChem Substanz-ID: 329768110
• NACRES: NA.22

Eigenschaften

• Dampfdichte: 6.18 (vs air)
• Qualitätsniveau: 100
• Dampfdruck: 0.07 mmHg ( 25 °C)
• Assay: ≥98.0% (GC)
• Form: liquid
• Qualität: absolute, over molecular sieve (H₂O ≤0.03%)
• Verunreinigungen: ≤0.03% H₂O (coulometric)
• Brechungsindex: n20/D 1.459 (lit.)
• bp: 230-232 °C/740 mmHg (lit.)
• mp (Schmelzpunkt): 7 °C (lit.)
• Dichte: 1.03 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: phosphoramide
• SMILES String: CN(C)P(=O)(N(C)C)N(C)C
• InChI: 1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
• InChIKey: GNOIPBMMFNIUFM-UHFFFAOYSA-N

Beschreibung

Anwendung

Hexamethylphosphoramide can be used:

• As an additive to facilitate the enantioselective addition of alkyne to aldehydes to generate propargylic alcohols at room temperature.
• As a catalyst for the reversible-deactivation radical polymerization of methyl methacrylate with an alkyl iodide initiator to generate poly(methyl methacrylate)(PMMA).
• To facilitate the conversion of tetra-alkyl methanediphosphonates into (Z)-2-aryl-1-(2-cyanoethyl)ethenylphos-phonates.

Hexamethylphosphoramide is a dipolar co-solvent and an effective additive used in reactions like reduction of halides, deoxygenation of sulfones, halide olefin couplings and cleavage of carbon-sulfur bond.

Sicherheitshinweise

• Piktogramme: GHS08,GHS05
• Signalwort: Danger
• H-Sätze: H314,H340,H350
• P-Sätze: P202 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Gefahreneinstufungen: Carc. 1B - Eye Dam. 1 - Muta. 1B - Skin Corr. 1C
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): 291.2 °F - closed cup
• Flammpunkt (°C): 144 °C - closed cup