6-fluoro-4-oxo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

• ChemBase ID: 99057
• Molecular Formular: C10H7FO4
• Molecular Mass: 210.1585832
• Monoisotopic Mass: 210.03283692
• SMILES: O1C(CC(=O)c2c1ccc(c2)F)C(=O)O
• Canonical SMILES: OC(=O)C1CC(=O)c2c(O1)ccc(c2)F
• InChI: InChI=1S/C10H7FO4/c11-5-1-2-8-6(3-5)7(12)4-9(15-8)10(13)14/h1-3,9H,4H2,(H,13,14)
• InChIKey: BWXXHZKFLLLJQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-fluoro-4-oxo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
• IUPAC Traditional name: 6-fluoro-4-oxo-2,3-dihydro-1-benzopyran-2-carboxylic acid
• Synonyms: 6-Fluorochroman-4-one-2-carboxylic acid; 6-Fluoro-4-chromanone-2-carboxylic Acid; rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid

Database IDs

• CAS Number: 105300-40-1
• MDL Number: MFCD03094353
• PubChem SID: 162085354
• PubChem CID: 2778525

CALCULATED PROPERTIES

• Acid pKa: 2.8286152
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.4717141
• LogD (pH = 7.4): -2.3475292
• Log P: 1.1442053
• Molar Refractivity: 47.1106 cm^3
• Polarizability: 18.075018 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - F591005

Intermediate in the preparation of hydroxylated Nebivolol metabolites.

REFERENCES

• Unno, R., et al.: Chem. Pharm. Bull., 42, 1474 (1994)