ALD00422

2-Formylphenyl sulfofluoridate

• Empirical Formula (Hill Notation): C₇H₅FO₄S
• Molecular Weight: 204.18
• MDL number: MFCD29059849
• UNSPSC Code: 12352100
• PubChem Substance ID: 329772674
• NACRES: NA.22

Properties

• description: Fp: >230°F
• Quality Level: 100
• form: liquid
• refractive index: n20/D 1.5086
• density: 1.4545 g/mL at 25 °C
• SMILES string: O=S(OC1=C(C=O)C=CC=C1)(F)=O
• InChI: 1S/C7H5FO4S/c8-13(10,11)12-7-4-2-1-3-6(7)5-9/h1-5H
• InChI key: SUOCJDDQQKVIKZ-UHFFFAOYSA-N

Description

General description

2-Formylphenyl sulfofluoridate is an aryl fluorosulfate. It can be synthesized from the reaction between phenol and sulfuryl fluoride in the presence of triethylamine. It undergoes Sonogashira coupling reaction with phenyl acetylene.

Application

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 temperature and are not air sensitive.

Other Notes

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

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: No data available
• flash_point_c: No data available