(furan-2-yl)boronic acid

• ChemBase ID: 9337
• Molecular Formular: C4H5BO3
• Molecular Mass: 111.8917
• Monoisotopic Mass: 112.03317442
• SMILES: c1ccoc1B(O)O
• Canonical SMILES: OB(c1ccco1)O
• InChI: InChI=1S/C4H5BO3/c6-5(7)4-2-1-3-8-4/h1-3,6-7H
• InChIKey: PZJSZBJLOWMDRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (furan-2-yl)boronic acid
• IUPAC Traditional name: furan-2-ylboronic acid
• Synonyms: Furan-2-boronic acid; 2-furylboronic acid; (5-Furanyl)boronic acid; 2-Furylboronic acid; 2-Furanboronic acid; 2-Furanylboronic acid; 2-Furanboronic acid; furan-2-ylboranediol; Furan-2-boronic acid; 呋喃-2-硼酸; 2-呋喃硼酸; 呋喃-2-硼酸

Database IDs

• CAS Number: 13331-23-2; 1331-23-2
• EC Number: 000-000-0
• MDL Number: MFCD00799544
• Beilstein Number: 112370
• PubChem SID: 24870232; 160972644
• PubChem CID: 2734357

CALCULATED PROPERTIES

• Acid pKa: 7.6172485
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.76341504
• LogD (pH = 7.4): 0.5614013
• Log P: 0.7667
• Molar Refractivity: 22.3702 cm^3
• Polarizability: 10.4543085 Å^3
• Polar Surface Area: 53.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 112 °C (dec.)(lit.); 120(dec)°C; 120-121°C; ca 120°C dec.
• Hydrophobicity(logP): 0.771

Safety Information

• Storage Warning: Air Sensitive; Irritant; IRRITANT, AIR SENSITIVE, KEEP COLD, STORED UNDER ARGON
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0%; 95%; 97%; 98%
• Empirical Formula (Hill Notation): C4H5BO3

DETAILS

Sigma Aldrich - 464910

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle

REFERENCES

• Undergoes an asymmetric boronic acid Mannich reaction with aldehydes in the presence of the chiral template (S)-5-phenylmorpholine-2-one to give substituted furfurylamines with high diastereomeric excess: Chem. Commun., 1953 (1996); J. Chem. Soc., Perkin 1, 2982 (2000):