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675903 Sigma-Aldrich

4-(Methanesulfonyl)phenylboronic acid

≥95.0%

Synonym: 4-(Methanesulfonyl)benzeneboronic acid, 4-(Methylsulfonyl)phenylboronic acid, 4-Methansulfonylphenylboronic acid

  • CAS Number 149104-88-1

  • Linear Formula (H3CSO2)C6H4B(OH)2

  • Molecular Weight 200.02

  •  MDL number MFCD01630820

  •  PubChem Substance ID 24885307

  •  NACRES NA.22

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Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Monosubstituted Aryl Boronic Acids,
Quality Level   100
assay   ≥95.0%
mp   289-293 °C
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

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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