(4-fluoro-3-methylphenyl)boronic acid

• ChemBase ID: 32867
• Molecular Formular: C7H8BFO2
• Molecular Mass: 153.9466232
• Monoisotopic Mass: 154.06013812
• SMILES: c1(cc(c(cc1)F)C)B(O)O
• Canonical SMILES: OB(c1ccc(c(c1)C)F)O
• InChI: InChI=1S/C7H8BFO2/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4,10-11H,1H3
• InChIKey: JCIJCHSRVPSOML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-fluoro-3-methylphenyl)boronic acid
• IUPAC Traditional name: 4-fluoro-3-methylphenylboronic acid
• Synonyms: 3-Methyl-4-fluorophenylboronic acid; 4-Fluoro-3-methylphenylboronic acid; 4-Fluoro-m-tolylboronic acid; 4-Fluoro-3-methylbenzeneboronic acid; (4-fluoro-3-methylphenyl)boronic acid; 3-Methyl-4-fluorophenylboronic acid; 4-Fluoro-3-methylbenzeneboronic acid; 4-Fluoro-3-methylphenylboronic acid; 4-Fluoro-3-methylphenylboronic acid; 5-Borono-2-fluorotoluene; 4-Fluoro-3-methylbenzeneboronic acid; 4-氟-3-甲基苯硼酸

Database IDs

• CAS Number: 139911-27-6
• EC Number: 000-000-0
• MDL Number: MFCD01863527
• Beilstein Number: 7474834
• PubChem SID: 160996174; 24871902
• PubChem CID: 2774580

CALCULATED PROPERTIES

• Acid pKa: 8.811688
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.2462893
• LogD (pH = 7.4): 2.230076
• Log P: 2.2465
• Molar Refractivity: 35.8611 cm^3
• Polarizability: 14.983645 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 208-211°C; 208-211°C; 212-214°C; 212-217 °C(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon/Keep Cold
• 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: 98%
• Linear Formula: FC6H3(CH3)B(OH)2

DETAILS

Sigma Aldrich - 483567

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Preparation of lipophilic-tailed monocationic inhibitors of neuronal nitric oxide synthase1
• Stereoselective desymmetrizing rhodium-catalyzed allylic arylation2
• Solvent free catalytic C-H functionalization reactions3
• Homocoupling reactions4
• Suzuki-Miyaura cross-coupling and Heck reactions under air5