(2-fluorophenyl)boronic acid

• ChemBase ID: 8346
• Molecular Formular: C6H6BFO2
• Molecular Mass: 139.9200432
• Monoisotopic Mass: 140.04448805
• SMILES: c1ccc(c(c1)B(O)O)F
• Canonical SMILES: OB(c1ccccc1F)O
• InChI: InChI=1S/C6H6BFO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
• InChIKey: QCSLIRFWJPOENV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-fluorophenyl)boronic acid
• IUPAC Traditional name: 2-fluorophenylboronic acid
• Synonyms: (2-fluorophenyl)boranediol; 2-Fluorobenzeneboronic acid 97%; 2-Fluorophenylboronic acid; 2-Fluorobenzeneboronic acid; o-fluoro-benzeneboronic acid; 2-Fluorophenylboronic acid; 2-Fluorophenylboronic acid; 2-Fluorobenzeneboronic acid; (2-Fluorophenyl)boronic acid; 2-氟苯硼酸

Database IDs

• CAS Number: 1993/3/9; 1993-03-9; 1193-03-9
• EC Number: 000-000-0
• MDL Number: MFCD00674013
• Beilstein Number: 3030413
• PubChem SID: 24868168; 160971653
• PubChem CID: 2734354

CALCULATED PROPERTIES

• Acid pKa: 8.196048
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.7784312
• LogD (pH = 7.4): 1.7151744
• Log P: 1.7793
• Molar Refractivity: 30.8199 cm^3
• Polarizability: 13.230598 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-108°C; 101-110 °C(lit.); 101-110°C; 116-118°C
• Hydrophobicity(logP): 1.738

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: 95%; 97%; 98%
• Linear Formula: FC6H4B(OH)2

DETAILS

Sigma Aldrich - 445223

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Preparation of phenylboronic catechol esters as promising anion receptors for polymer electrolytes1
• Diastereoselective synthesis of trisubstituted allylic alcohols via rhodium-catalyzed arylation2
• Site-selective Suzuki-Miyaura arylation reactions3
• Rh-catalyzed enantioselective addition reactions4
• Rhodium- and Palladium-catalyzed substitution reactions5
Used for the preparation of biologically active biphenyls and arylboron difluoride Lewis acids.