[2-(methylsulfanyl)phenyl]boronic acid

• ChemBase ID: 32578
• Molecular Formular: C7H9BO2S
• Molecular Mass: 168.02116
• Monoisotopic Mass: 168.04163093
• SMILES: c1ccc(c(c1)B(O)O)SC
• Canonical SMILES: CSc1ccccc1B(O)O
• InChI: InChI=1S/C7H9BO2S/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3
• InChIKey: QXBWTYBCNFKURT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(methylsulfanyl)phenyl]boronic acid
• IUPAC Traditional name: 2-(methylsulfanyl)phenylboronic acid
• Synonyms: 2-(Methylthio)benzeneboronic acid; 2-(Methylthio)phenylboronic acid; 2-(Methylthio)phenylboronic acid; 2-Thioanisoleboronic acid; 2-(Methylthio)benzeneboronic acid; 2-Methylthiophenylboronic Acid; 2-(Methylthio)benzeneboronic acid; 2-Methylsulfanylphenylboronic acid; 2-(Methylthio)phenylboronic acid; 2-(甲硫基)苯硼酸; 2-甲硫基苯硼酸

Database IDs

• CAS Number: 168618-42-6; 16419-60-6
• EC Number: 000-000-0
• MDL Number: MFCD01318165
• Beilstein Number: 8309529
• PubChem SID: 24874198; 160995885
• PubChem CID: 2773543

CALCULATED PROPERTIES

• Acid pKa: 8.540062
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.2947063
• LogD (pH = 7.4): 2.264888
• Log P: 2.2951
• Molar Refractivity: 43.3624 cm^3
• Polarizability: 18.418913 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 72-78°C; 77-83 °C(lit.); 77-83°CC; ca 160°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• 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
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 98%; 98+%
• Linear Formula: CH3SC6H4B(OH)2

DETAILS

Sigma Aldrich - 521248

Other Notes
Contains varying amounts of anhydride
Packaging
10 g in glass bottle
Application
Reactant for:
• Palladium-catalyzed cross-coupling reactions1
• Suzuki-Miyaura coupling reactions2