675903

4-(Methanesulfonyl)phenylboronic acid

≥95.0%

• Synonym(s): 4-(Methanesulfonyl)benzeneboronic acid, 4-(Methylsulfonyl)phenylboronic acid, 4-Methansulfonylphenylboronic acid
• Linear Formula: (H₃CSO₂)C₆H₄B(OH)₂
• CAS Number: 149104-88-1
• Molecular Weight: 200.02
• MDL number: MFCD01630820
• UNSPSC Code: 12352103
• PubChem Substance ID: 24885307
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95.0%
• form: solid
• mp: 289-293 °C
• functional group: sulfone
• SMILES string: CS(=O)(=O)c1ccc(cc1)B(O)O
• InChI: 1S/C7H9BO4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
• InChI key: VDUKDQTYMWUSAC-UHFFFAOYSA-N

Description

General description

Contains varying amounts of anhydride

Application

4-(Methanesulfonyl)phenylboronic acid may be used as reagent for:

• sequential Suzuki cross-coupling reactions
• Copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids
• directed metalation and regioselective functionalization of 3-bromofuran and related heterocycles
• Barton-Zard pyrrole cyclocondensations and Baeyer-Villiger oxidations
• diplar cycloaddition and palladium-catalyzed cross-coupling processes
• continuous flow Suzuki reactions for odanacatib intermediate synthesis

Reagent used in Preparation of

• diarylaminopyridines as potential anti-malarial agents
• hydropyranopyrazine via chloropyrazinecarboxaldehyde and olefination
• biaryl sulfone derivatives as antagonists of the histamine H3 receptor
• novel kinase inhibitor scaffolds with potential antitumor effects
• Hepatitis C virus inhibition activity of N-hydroxyisoquinoline di

Highly effective boronic acid used in a rhodium-catalyzed asymmetric 1,4-addition to 4-oxobutenamides.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable