742724

Dimethyl (1-diazo-2-oxopropyl)phosphonate solution

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

• Sinonimo/i: Bestmann-Ohira Reagent, Dimethyl (1-azoacetonyl)phosphonate solution, Dimethyl (acetyldiazomethyl)phosphonate solution
• Formula empirica (notazione di Hill): C₅H₉N₂O₄P
• Numero CAS: 90965-06-3
• Peso molecolare: 192.11
• Beilstein: 4247670
• Numero MDL: MFCD07368360
• Codice UNSPSC: 12352108
• ID PubChem: 329765588
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: ≥96% (HPLC)
• Forma fisica: liquid
• Impiego in reazioni chimiche: reaction type: C-C Bond Formation
• Concentrazione: ~10% in acetonitrile (H-NMR)
• Indice di rifrazione: n20/D 1.352-1.354
• Densità: 0.800-0.850 g/mL at 20 °C
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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; SQHSJJGGWYIFCD-UHFFFAOYSA-N

Descrizione

Applicazioni

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H302 + H312 + H332,H319
• Consigli di prudenza: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 35.6 °F
• Punto d’infiammabilità (°C): 2 °C