(4-methanesulfonylphenyl)boronic acid

• ChemBase ID: 8003
• Molecular Formular: C7H9BO4S
• Molecular Mass: 200.01996
• Monoisotopic Mass: 200.03146017
• SMILES: c1c(ccc(c1)S(=O)(=O)C)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)S(=O)(=O)C)O
• InChI: InChI=1S/C7H9BO4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
• InChIKey: VDUKDQTYMWUSAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methanesulfonylphenyl)boronic acid
• IUPAC Traditional name: 4-methanesulfonylphenylboronic acid
• Synonyms: 4-(Methanesulfonyl)phenylboronic acid; 4-Boronophenyl methyl sulphone; 4-(Methylsulphonyl)benzeneboronic acid; 4-(Methanesulfonyl)benzeneboronic acid; 4-Methansulfonylphenylboronic acid; 4-(Methylsulfonyl)phenylboronic acid; 4-(Methanesulfonyl)phenylboronic acid; 4-(Methylsulfonyl)benzeneboronic acid; 4-(Methylsulfonyl)phenylboronic acid; 4-(甲磺酰)苯硼酸; 4-甲烷磺酰苯硼酸

Database IDs

• CAS Number: 149104-88-1
• EC Number: 000-000-0
• MDL Number: MFCD01630820
• PubChem SID: 160971310; 24885307
• PubChem CID: 2734364

CALCULATED PROPERTIES

• Acid pKa: 8.43247
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.4110957
• LogD (pH = 7.4): 0.37325862
• Log P: 0.4116
• Molar Refractivity: 44.6071 cm^3
• Polarizability: 19.55378 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 289-293 °C; 289-293°C; ca 200°C

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; Irritant/Store under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: ≥95.0%; 97%; 98%
• Linear Formula: (H3CSO2)C6H4B(OH)2

DETAILS

Sigma Aldrich - 675903

General description
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Sequential Suzuki cross-coupling reactions1
• Copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids2
• Directed metalation and regioselective functionalization of 3-bromofuran and related heterocycles3
• Barton-Zard pyrrole cyclocondensations and Baeyer-Villiger oxidations4
• Diplar cycloaddition and palladium-catalyzed cross-coupling processes5 Reagent used in Preparation of
• Diarylaminopyridines as potential anti-malarial agents1
• Hydropyranopyrazine via chloropyrazinecarboxaldehyde and olefination6
• Biaryl sulfone derivatives as antagonists of the histamine H3 receptor7
• Novel kinase inhibitor scaffolds with potential antitumor effects8,9
• Hepatitis C virus inhibition activity of N-hydroxyisoquinoline diones10