2-fluoro-3-oxopropanoic acid

• ChemBase ID: 169140
• Molecular Formular: C3H3FO3
• Molecular Mass: 106.0525232
• Monoisotopic Mass: 106.00662218
• SMILES: C(F)(C(=O)O)C=O
• Canonical SMILES: O=CC(C(=O)O)F
• InChI: InChI=1S/C3H3FO3/c4-2(1-5)3(6)7/h1-2H,(H,6,7)
• InChIKey: UJZAWQINJHZMNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-fluoro-3-oxopropanoic acid
• IUPAC Traditional name: 2-fluoro-3-oxopropanoic acid
• Synonyms: 2-Fluoro-3-oxopropanoic Acid; Fluoromalonaldehydic Acid

Database IDs

• CAS Number: 58629-87-1
• PubChem SID: 162263272
• PubChem CID: 14050991

CALCULATED PROPERTIES

• Acid pKa: 2.8567781
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.904952
• LogD (pH = 7.4): -3.803155
• Log P: -0.31380022
• Molar Refractivity: 17.7085 cm^3
• Polarizability: 7.000411 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F592600

A degradation product of 2,2'-Anhydro-1-β-D-arabinofuranosyl-5-fluorocytosine and 1-β-D-Arabinofuranosyl-5-fluorocytosine in rats. Fluoromalonaldehydic acid would be oxidized in vivo to fluoromalonic acid and utimately to fluoroacetate, compounds known to

REFERENCES

• Chou, T.-C., et al.: Cancer Treat. Reports, 61, 617 (1977)