(3-chloro-4-fluorophenyl)boronic acid

• ChemBase ID: 19122
• Molecular Formular: C6H5BClFO2
• Molecular Mass: 174.3651032
• Monoisotopic Mass: 174.0055157
• SMILES: c1(cc(c(cc1)F)Cl)B(O)O
• Canonical SMILES: OB(c1ccc(c(c1)Cl)F)O
• InChI: InChI=1S/C6H5BClFO2/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,10-11H
• InChIKey: WJDZZXIDQYKVDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-chloro-4-fluorophenyl)boronic acid
• IUPAC Traditional name: 3-chloro-4-fluorophenylboronic acid
• Synonyms: 3-Chloro-4-fluorobenzeneboronic acid; 3-Chloro-4-fluorophenylboronic acid; (3-Chloro-4-fluorophenyl-1-yl)boronic acid; 4-Fluoro-3-chlorophenylboronic acid; 3-Chloro-4-fluorobenzeneboronic acid; 3-Chloro-4-fluorophenylboronic acid; 3-Chloro-4-fluorophenylboronic acid; 3-Chloro-4-fluorobenzeneboronic acid; 3-氯-4-氟苯基硼酸; 3-氯-4-氟苯硼酸

Database IDs

• CAS Number: 144432-85-9
• EC Number: 000-000-0
• MDL Number: MFCD00051800
• Beilstein Number: 7369789
• PubChem SID: 160982429; 24873616
• PubChem CID: 2734660

CALCULATED PROPERTIES

• Acid pKa: 8.703531
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.2970297
• LogD (pH = 7.4): 2.2763417
• Log P: 2.2973
• Molar Refractivity: 35.6247 cm^3
• Polarizability: 15.203992 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 242-247 °C(lit.); 255-260°C; 260-262°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
• 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: ClC6H3(F)B(OH)2

DETAILS

Sigma Aldrich - 512230

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Rh-catalyzed asymmetric addition reactions1
• Palladium-catalyzed oxidative cross-coupling reaction2
• Suzuki-Miyaura coupling3