742724

(1-Diazo-2-oxopropyl)-phosphonsäure-dimethylester -Lösung

~10% in acetonitrile (H-NMR), ≥96% (HPLC)

• Synonym(e): (1-Azoacetonyl)-phosphonsäure-dimethylester -Lösung, Bestmann-Ohira Reagens, Dimethyl-(acetyldiazomethyl)-phosphonat -Lösung
• Empirische Formel (Hill-System): C₅H₉N₂O₄P
• CAS-Nummer: 90965-06-3
• Molekulargewicht: 192.11
• Beilstein: 4247670
• MDL-Nummer: MFCD07368360
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 329765588
• NACRES: NA.22

Eigenschaften

• Assay: ≥96% (HPLC)
• Form: liquid
• Eignung der Reaktion: reaction type: C-C Bond Formation
• Konzentration: ~10% in acetonitrile (H-NMR)
• Brechungsindex: n20/D 1.352-1.354
• Dichte: 0.800-0.850 g/mL at 20 °C
• Lagertemp.: 2-8°C
• SMILES String: COP(=O)(OC)C(=[N+]=[N-])C(C)=O
• InChI: 1S/C5H9N2O4P/c1-4(8)5(7-6)12(9,10-2)11-3/h1-3H3
• InChIKey: SQHSJJGGWYIFCD-UHFFFAOYSA-N

Beschreibung

Anwendung

Dimethyl (1-diazo-2-oxopropyl)phosphonate can be used as a reagent for the synthesis of:

• Ethynyl compounds (alkynes) from aldehydes.
• Isoquinoline and pyridine N-oxides by cyclization with oximes in the presence of Rh catalyst.
• Dimethyl(diazomethyl)phosphonate through methanolysis, which is further employed as a reagent in the synthesis of enol ethers or alkynes.
• Five-member heterocyclic scaffolds of pyrazoles, triazoles, and oxazoles via cycloaddition reaction and multicomponent reaction.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Danger
• H-Sätze: H225,H302 + H312 + H332,H319
• P-Sätze: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 35.6 °F
• Flammpunkt (°C): 2 °C