(6-fluoropyridin-3-yl)boronic acid

• ChemBase ID: 12409
• Molecular Formular: C5H5BFNO2
• Molecular Mass: 140.9081032
• Monoisotopic Mass: 141.03973703
• SMILES: c1(cnc(cc1)F)B(O)O
• Canonical SMILES: Fc1ccc(cn1)B(O)O
• InChI: InChI=1S/C5H5BFNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
• InChIKey: OJBYZWHAPXIJID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6-fluoropyridin-3-yl)boronic acid
• IUPAC Traditional name: 6-fluoropyridin-3-ylboronic acid
• Synonyms: 2-Fluoropyridine-5-boronic acid; 6-Fluoro-3-pyridylboronic acid; 6-Fluoropyridine-3-boronic acid; (6-fluoropyridin-3-yl)boronic acid; 2-Fluoro-5-pyridylboronic acid; 6-Fluoro-3-pyridinylboronic acid; 2-Fluoro-5-pyridylboronic acid; 2-氟-5-吡啶硼酸; 6-氟吡啶-3-硼酸

Database IDs

• CAS Number: 351019-18-6
• EC Number: 000-000-0
• MDL Number: MFCD03411559
• Beilstein Number: 8974962
• PubChem SID: 160975716; 24883010
• PubChem CID: 2783397

CALCULATED PROPERTIES

• Acid pKa: 8.440563
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.924105
• LogD (pH = 7.4): 0.8869379
• Log P: 0.9246
• Molar Refractivity: 29.6777 cm^3
• Polarizability: 12.396682 Å^3
• Polar Surface Area: 53.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 177-178°C dec.
• Hydrophobicity(logP): 0.325

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37; 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%
• Empirical Formula (Hill Notation): C5H5BFNO2

DETAILS

Sigma Aldrich - 639184

Application
Used in a synthesis of halohydroxypyridines by hydroxydeboronation with basic hydrogen peroxide.1
Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle