2-(furan-2-yl)-2-oxoacetic acid

• ChemBase ID: 152323
• Molecular Formular: C6H4O4
• Molecular Mass: 140.09356
• Monoisotopic Mass: 140.01095861
• SMILES: c1cc(oc1)C(=O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)c1ccco1
• InChI: InChI=1S/C6H4O4/c7-5(6(8)9)4-2-1-3-10-4/h1-3H,(H,8,9)
• InChIKey: IXVPCJUAKDVYKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(furan-2-yl)-2-oxoacetic acid
• IUPAC Traditional name: furan-2-yl(oxo)acetic acid
• Synonyms: (2-Furyl)glyoxylic acid; α-Oxo-2-furanacetic acid; 2-(2-Furyl)-2-oxoacetic acid; 2-(Furan-2-yl)-2-oxoacetic acid; 2-Furanyl(oxo)acetic acid; 2-Furylglyoxylic acid; 2-Oxo-2-(2-furanyl)acetic acid; Furoylformic acid; NSC 59069; 2-Furanglyoxylic acid; α-Oxo-2-furanacetic Acid; (2-呋喃基)乙醛酸; α-氧-2-呋喃乙酸

Database IDs

• CAS Number: 1467-70-5
• EC Number: 215-990-1
• MDL Number: MFCD00042671
• Beilstein Number: 115630
• PubChem SID: 162246468; 24886890
• PubChem CID: 73846

CALCULATED PROPERTIES

• Acid pKa: 1.535974
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.8428042
• LogD (pH = 7.4): -2.9767287
• Log P: 0.5507341
• Molar Refractivity: 30.6466 cm^3
• Polarizability: 11.6359215 Å^3
• Polar Surface Area: 67.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-97 °C

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 3

Product Information

• Purity: ≥97.0% (T)
• Empirical Formula (Hill Notation): C6H4O4

DETAILS

Sigma Aldrich - 75870

Packaging
5 g in glass bottle

Toronto Research Chemicals - O870030

α-Oxo-2-furanacetic Acid is an α-ketocarboxylic acid with inhibitory activity against protein tyrosine phosphatases.

REFERENCES

• Chen, Y.T. et al.: Bioorg. Med. Chem., 11, 1935 (2001)