Description

B-(2-((Methylsulfonyl)amino)phenyl)boronic acid (CAS: 756520-78-2) is a high-purity boronic acid derivative designed for advanced research and pharmaceutical applications. With the molecular formula C₇H₁₀BNO₄S, this compound features a phenylboronic acid scaffold functionalized with a methylsulfonylamino group at the ortho position, enhancing its reactivity in Suzuki-Miyaura cross-coupling reactions and other organoboron-mediated transformations. Its exceptional stability and selectivity make it an invaluable reagent for medicinal chemistry, materials science, and catalysis. Supplied as a fine white to off-white crystalline powder, it is rigorously tested for purity (typically ≥95% by HPLC) and stored under controlled conditions to ensure optimal performance. Suitable for use in organic synthesis, drug discovery, and biochemical assays, this boronic acid derivative is packaged in amber glass vials with inert gas to prevent degradation.

Properties

• CAS Number: 756520-78-2
• Complexity: 274
• IUPAC Name: [2-(methanesulfonamido)phenyl]boronic acid
• InChI: InChI=1S/C7H10BNO4S/c1-14(12,13)9-7-5-3-2-4-6(7)8(10)11/h2-5,9-11H,1H3
• InChI Key: RPRMOEFOTPSWBO-UHFFFAOYSA-N
• Exact Mass: 215.0423591
• Molecular Formula: C7H10BNO4S
• Molecular Weight: 215.04
• SMILES: B(C1=CC=CC=C1NS(=O)(=O)C)(O)O
• Topological: 95
• Monoisotopic Mass: 215.0423591
• Synonyms: 756520-78-2, B-(2-((Methylsulfonyl)amino)phenyl)boronic acid, B-[2-[(Methylsulfonyl)amino]phenyl]boronic acid, (2-(Methylsulfonamido)phenyl)boronic acid, 2-METHANESULFONYLAMINOPHENYLBORONIC ACID, 2-METHYLSULFONYLAMINOPHENYLBORONIC ACID, 2-(Methanesulfonylamino)phenylboronic acid, [2-(methanesulfonamido)phenyl]boronic acid, (2-methanesulfonamidophenyl)boronic Acid, 2-(Methylsulphonylamino)benzeneboronic acid, MFCD02179471, SCHEMBL415763, 2-(Mesylamino)phenylboronic acid, DTXSID80378532, RPRMOEFOTPSWBO-UHFFFAOYSA-N, N-(2-Boronophenyl)methanesulphonamide, AKOS004119254, AB11206, BS-2011, CS-W014911, 2-methylsulfonylaminophenyl boronic acid, (2-(Methylsulfonamido)phenyl)boronicacid, NCGC00249532-01, 4-(ETHYLSULFONYL)PHENYLBORONICACID, FE149230, (2-(methylsulfonamido) phenyl)boronic acid, 2-[(Methylsulphonyl)amino]benzeneboronic acid, {2-[(Methanesulfonyl)amino]phenyl}boronic acid, E76361, 2-(METHYLSULFONYLAMINO)BENZENEBORONIC ACID, 2-Methanesulfonylaminophenylboronic acid, AldrichCPR, 2-(methylsulfonylamino)phenylboronic acid, AldrichCPR

B-(2-((Methylsulfonyl)amino)phenyl)boronic acid is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for constructing biaryl scaffolds in drug discovery. Its electron-withdrawing sulfonamide group enhances reactivity in palladium-catalyzed transformations. Researchers also employ it as a ligand or catalyst modifier in asymmetric synthesis. Additionally, it serves as a building block for functional materials and sensors due to its boronic acid moiety’s affinity for diols.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)

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