diethyl [(diethoxyphosphoryl)difluoromethyl]phosphonate

• ChemBase ID: 178280
• Molecular Formular: C9H20F2O6P2
• Molecular Mass: 324.1958284
• Monoisotopic Mass: 324.07031806
• SMILES: O(P(=O)(C(P(=O)(OCC)OCC)(F)F)OCC)CC
• Canonical SMILES: CCOP(=O)(C(P(=O)(OCC)OCC)(F)F)OCC
• InChI: InChI=1S/C9H20F2O6P2/c1-5-14-18(12,15-6-2)9(10,11)19(13,16-7-3)17-8-4/h5-8H2,1-4H3
• InChIKey: KEHWPFRPEUBPSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(diethoxyphosphoryl)difluoromethyl]phosphonate
• IUPAC Traditional name: diethyl (diethoxyphosphoryl)difluoromethylphosphonate
• Synonyms: P,P'-Difluoromethylene-bis-phosphonic Acid P,P,P',P'-Tetraethyl Ester; Difluoromethylene-bis-phosphonic Acid Tetraethyl Ester; Tetraethyl Difluoromethylenebisphosphonate

Database IDs

• CAS Number: 78715-58-9
• PubChem SID: 164234190
• PubChem CID: 11823499

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.739342
• LogD (pH = 7.4): 2.739342
• Log P: 2.739342
• Molar Refractivity: 65.3002 cm^3
• Polarizability: 26.592882 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Liquid

DETAILS

Toronto Research Chemicals - T292965

An intermediate for the synthesis of 5’-diphosphate and 5’-triphosphate mimics for transcriptase and glycerol kinase inhibition.

REFERENCES

• Arabshahi, Li., et al.: Biochem., 29, 6820 (1990)
• Bystrom, C., et al.: Bioorg. Med. Chem. Lett. 7, 2613 (1990)