3-(Aminosulphonyl)benzeneboronic acid, CAS No. 850568-74-0

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850568-74-0

Catalog No. EBD211852

CAS 850568-74-0

Name 3-(Aminosulphonyl)benzeneboronic acid

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Basic Information

Synonyms: Boronicacid,B-[3-(aminosulfonyl)phenyl]- Boronicacid,[3-(aminosulfonyl)phenyl]-(9CI) [3-(Dimethylsulfamoyl)phenyl]boronicacid [3-Sulfamoylphenyl]boronicacid [3-(Aminosulfonyl)phenyl]boronicacid 3-sulfamoylphenylboronicacid 3-aminosulfonylphenylboronicacid (3-aminosulphonyl)benzeneboronicacid 3-boronobenzenesulfonamide 3-boronobenzenesulphonamide 3-(aminosulphonyl)benzeneboronicacid97% 3-sulfamoylbenzeneboronicacid,97% boronicacidb-3-(aminosulfony)pheny 3-(Aminosulphonyl)benzeneboronicacid

Molecular Formula: C6H8BNO4S

Molecular Weight: 201.01

MDL Number: MFCD06659840

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Synthetic Chemistry > Catalysts and Ligands > Other Catalysts and Ligands

Product Description:

3-Borobenzenesulfonamide is an organoboron compound featuring a boronic acid group (-B(OH)₂) and a sulfonamide group (-SO₂NH₂) attached to a benzene ring. This bifunctional structure makes it a valuable synthetic building block, particularly in the field of Suzuki-Miyaura cross-coupling reactions. The boronic acid moiety serves as a key coupling partner with aryl halides, while the sulfonamide group can act as a directing group in metal-catalyzed C-H functionalization or as a handle for further derivatization. Its primary application is in medicinal chemistry and materials science research as a versatile intermediate for constructing complex molecules containing a benzenesulfonamide pharmacophore. The benzenesulfonamide group is a common motif in drug discovery, found in many enzyme inhibitors (e.g., carbonic anhydrase inhibitors). Therefore, this compound is frequently used to synthesize libraries of potential bioactive compounds for screening. It also finds use in the preparation of functional materials and metal-organic frameworks (MOFs) where the sulfonamide can coordinate to metals.

Physical Properties

Melting Point: 260-266 °C

Boiling Point: 496.9 °C at 760 mmHg

Flash Point: 254.3 °C

Density: 1.53 g/cm3