(4-fluoro-2-methoxyphenyl)boronic acid

• ChemBase ID: 32861
• Molecular Formular: C7H8BFO3
• Molecular Mass: 169.9460232
• Monoisotopic Mass: 170.05505274
• SMILES: c1(c(cc(cc1)F)OC)B(O)O
• Canonical SMILES: COc1cc(F)ccc1B(O)O
• InChI: InChI=1S/C7H8BFO3/c1-12-7-4-5(9)2-3-6(7)8(10)11/h2-4,10-11H,1H3
• InChIKey: ADJBXDCXYMCCAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-fluoro-2-methoxyphenyl)boronic acid
• IUPAC Traditional name: 4-fluoro-2-methoxyphenylboronic acid
• Synonyms: 4-Fluoro-2-methoxybenzeneboronic acid; 4-Fluoro-2-methoxyphenylboronic acid; 4-Fluoro-2-methoxyphenylboronic acid; 4-Fluoro-2-methoxybenzeneboronic acid; 4-Fluoro-2-methoxyphenylboronic acid; 4-Fluoro-2-methoxybenzeneboronic acid; 4-氟-2-甲氧基苯硼酸

Database IDs

• CAS Number: 179899-07-1
• MDL Number: MFCD03788423
• PubChem SID: 24880183; 160996168
• PubChem CID: 2782672

CALCULATED PROPERTIES

• Acid pKa: 8.454908
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.526121
• LogD (pH = 7.4): 1.4901105
• Log P: 1.5266
• Molar Refractivity: 37.2831 cm^3
• Polarizability: 15.784119 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 131-136 °C(lit.); 131-136°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• 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: 98%
• Linear Formula: FC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 564494

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Suzuki-Miyaura cross-coupling reactions for synthesis of heterobiaryls1
• Suzuki and Still coupling for synthesis of antithrombotic drugs2Reactant / precursor used for the synthesis of biologically active molecules including:
• 2-(4-pyridyl)thienopyridinones for use as GSK-3β inhibitors3
• Arylheteroarylmethylamines as NR2B subtype of NMDA receptor antagonists with antidepressant activity4
• Biphenylketones for use as dual modulators of inflammation and bone loss5
• CB1 antagonists6