(3,4-difluorophenyl)boronic acid

• ChemBase ID: 9374
• Molecular Formular: C6H5BF2O2
• Molecular Mass: 157.9105064
• Monoisotopic Mass: 158.03506624
• SMILES: c1c(c(cc(c1)B(O)O)F)F
• Canonical SMILES: OB(c1ccc(c(c1)F)F)O
• InChI: InChI=1S/C6H5BF2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H
• InChIKey: RMGYQBHKEWWTOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3,4-difluorophenyl)boronic acid
• IUPAC Traditional name: 3,4-difluorophenylboronic acid
• Synonyms: 3,4-Difluorobenzeneboronic acid; 3,4-Difluorophenylboronic acid; 3,4-Difluorophenylboronic acid; 3,4-Difluorobenzeneboronic acid; (3,4-difluorophenyl)boronic acid; 3,4-Difluorophenylboronic acid; 3,4-Difluorobenzeneboronic acid; 3,4-二氟苯硼酸

Database IDs

• CAS Number: 168267-41-2
• EC Number: 000-000-0
• MDL Number: MFCD00807405
• Beilstein Number: 7369788
• PubChem SID: 24870244; 160972681
• PubChem CID: 2734337

CALCULATED PROPERTIES

• Acid pKa: 8.639708
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.918487
• LogD (pH = 7.4): 1.8946145
• Log P: 1.9188
• Molar Refractivity: 31.0363 cm^3
• Polarizability: 13.034151 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300°C; 305 - 310°C; 305-310 °C(lit.); 305-310°C
• Hydrophobicity(logP): 1.811

Safety Information

• Storage Warning: 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: 95%; 97%; 98%
• Linear Formula: F2C6H3B(OH)2

DETAILS

Sigma Aldrich - 465089

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• Suzuki cross-coupling reactions with aryl and heteroaryl halides1,2
• Oxo directing Liebeskind-Srogl cross-coupling reactions with gem-dihaloolefin-type α-oxo ketene dithioacetals3
• Substitution reactions with enyne acetates and carbonates4