ALD00420

2-cyanophenyl sulfofluoridate

• Empirische Formel (Hill-System): C₇H₄FNO₃S
• Molekulargewicht: 201.17
• MDL-Nummer: MFCD29472039
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 329772673
• NACRES: NA.22

Eigenschaften

• Form: liquid
• Qualitätsniveau: 100
• SMILES String: O=S(F)(OC1=CC=CC=C1C#N)=O
• InChI: 1S/C7H4FNO3S/c8-13(10,11)12-7-4-2-1-3-6(7)5-9/h1-4H
• InChIKey: FWHISILUCPTNBH-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

2-Cyanophenyl sulfofluoridate is an aryl fluorosulfate. It undergoes Suzuki-Miyaura reaction with aryl boronic acid in the presence of Pd(OAc)₂ and Et₃N to afford the corresponding biaryl derivative. 2-Cyanophenyl sulfofluoridate can be synthesized from the reaction between phenol and sulfuryl fluoride in the presence of triethylamine.

Anwendung

The following aryl fluorosulfate can be utilized as a cross-coupling partner in Suzuki-Miyaura reactions. The standard reaction conditions for these palladium-catalyzed C-C bond formations are ligand-free and can be performed in water, at room temperatre and are not air sensitive.

Sonstige Hinweise

Palladium-Catalyzed, Ligand-Free Suzuki Reaction in Water Using Aryl Fluorosulfates

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P280 - P304 + P340 + P312 - P305 + P351 + P338 - P337 + P313
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable