(2-methoxy-5-methylphenyl)boronic acid

• ChemBase ID: 10580
• Molecular Formular: C8H11BO3
• Molecular Mass: 165.98214
• Monoisotopic Mass: 166.08012461
• SMILES: c1(ccc(c(c1)B(O)O)OC)C
• Canonical SMILES: COc1ccc(cc1B(O)O)C
• InChI: InChI=1S/C8H11BO3/c1-6-3-4-8(12-2)7(5-6)9(10)11/h3-5,10-11H,1-2H3
• InChIKey: CSVKZOZMPSRLTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-methoxy-5-methylphenyl)boronic acid
• IUPAC Traditional name: 2-methoxy-5-methylphenylboronic acid
• Synonyms: (2-Methoxy-5-methylbenzene)boronic acid; (2-methoxy-5-methylphenyl)boronic acid; 2-Methoxy-5-methylbenzeneboronic acid; 2-Methoxy-5-methylphenylboronic acid; 5-Methyl-2-methoxyphenylboronic acid; 2-Methoxy-5-methylphenylboronic acid; 2-甲氧基-5-甲基苯硼酸

Database IDs

• CAS Number: 127972-00-3; 27972-00-3
• MDL Number: MFCD02179465
• PubChem SID: 24880373; 160973887
• PubChem CID: 2773485

CALCULATED PROPERTIES

• Acid pKa: 8.436427
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8538003
• LogD (pH = 7.4): 1.8162915
• Log P: 1.8543
• Molar Refractivity: 42.1079 cm^3
• Polarizability: 17.816044 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-84°C; 92-97 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• RTECS: Y
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• 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: ≥95%; 95%; 97%; 98%
• Linear Formula: C6H3CH3OCH3B(OH)2

DETAILS

Sigma Aldrich - 567507

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Coupling reactions1
• Preparation of selective quinazolinyl-phenol inhibitors of CHK1 as potential antitumors and radioprotectants2
• Rh-catalyzed asymmetric arylation of aldehydes3
• Stereoselective hydroarylation reactions4
• Suzuki-Miyaura cross-coupling5,6