(2,4-difluorophenyl)boronic acid

• ChemBase ID: 9373
• Molecular Formular: C6H5BF2O2
• Molecular Mass: 157.9105064
• Monoisotopic Mass: 158.03506624
• SMILES: c1c(cc(c(c1)B(O)O)F)F
• Canonical SMILES: Fc1ccc(c(c1)F)B(O)O
• InChI: InChI=1S/C6H5BF2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H
• InChIKey: QQLRSCZSKQTFGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,4-difluorophenyl)boronic acid
• IUPAC Traditional name: 2,4-difluorophenylboronic acid
• Synonyms: (2,4-difluorophenyl)boronic acid; 2,4-Difluorobenzeneboronic acid; 2,4-Difluorophenylboronic acid; 2,4-Difluorobenzeneboronic acid; 2,4-Difluorophenylboronic acid; 2,4-Difluorophenylboronic acid; 2,4-Difluorobenzeneboronic acid; 2,4-二氟苯硼酸

Database IDs

• CAS Number: 144025-03-6
• EC Number: 000-000-0
• MDL Number: MFCD01318998
• Beilstein Number: 8616257
• PubChem SID: 160972680; 24870243
• PubChem CID: 2734334

CALCULATED PROPERTIES

• Acid pKa: 8.231424
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.917999
• LogD (pH = 7.4): 1.8593653
• Log P: 1.9188
• Molar Refractivity: 31.0363 cm^3
• Polarizability: 13.037794 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 247-250 °C(lit.); 247-250°C; 247-250°C; 249 - 250°C
• Hydrophobicity(logP): 1.881

Safety Information

• Storage Warning: Irritant/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 465070

Application
Widely used in Suzuki coupling.6,7
Reactant involved in:
• End group capping1
• Suzuki-Miyaura cross-coupling reactions2,3
• Phosphorescent sensor for biologically mobile zinc4 and blue green phosphorescent OLEDs5,5
Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle