(5-bromo-2-fluoropyridin-3-yl)boronic acid

• ChemBase ID: 32897
• Molecular Formular: C5H4BBrFNO2
• Molecular Mass: 219.8041632
• Monoisotopic Mass: 218.95024899
• SMILES: c1(c(cc(cn1)Br)B(O)O)F
• Canonical SMILES: Brc1cnc(c(c1)B(O)O)F
• InChI: InChI=1S/C5H4BBrFNO2/c7-3-1-4(6(10)11)5(8)9-2-3/h1-2,10-11H
• InChIKey: YAXKWQSQZIVTFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-bromo-2-fluoropyridin-3-yl)boronic acid
• IUPAC Traditional name: 5-bromo-2-fluoropyridin-3-ylboronic acid
• Synonyms: (5-Bromo-2-fluoropyridin-3-yl)boronic acid; 5-Bromo-2-fluoro-3-pyridylboronic acid; 5-Bromo-2-fluoropyridine-3-boronic acid; 5-Bromo-2-fluoropyridine-3-boronic acid; 5-溴-2-氟吡啶-3-硼酸

Database IDs

• CAS Number: 501435-91-2
• EC Number: 000-000-0
• MDL Number: MFCD04039317
• PubChem SID: 160996204
• PubChem CID: 2783242

CALCULATED PROPERTIES

• Acid pKa: 7.7604785
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7140354
• LogD (pH = 7.4): 1.5597581
• Log P: 1.7164
• Molar Refractivity: 37.3005 cm^3
• Polarizability: 15.491057 Å^3
• Polar Surface Area: 53.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300°C; >300°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• 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

Product Information

• Purity: 98%

REFERENCES

• Multifunctional boronic acid, developed by Sutherland and Gallagher, with potential for substitution at the 2-, 3- or 5-positions, e.g in the synthesis of unsymmetrically 3,5-disubstituted 2-fluoropyridines and 2-pyridones: J. Org. Chem., 68, 3352 (2003). The authors' review on the synthesis and reactivity of halopyridylboronic acids is available from Alfa Aesar on request.