diethyl (difluoromethyl)phosphonate

• ChemBase ID: 10596
• Molecular Formular: C5H11F2O3P
• Molecular Mass: 188.1096074
• Monoisotopic Mass: 188.04138728
• SMILES: O=P(OCC)(OCC)C(F)F
• Canonical SMILES: CCOP(=O)(C(F)F)OCC
• InChI: InChI=1S/C5H11F2O3P/c1-3-9-11(8,5(6)7)10-4-2/h5H,3-4H2,1-2H3
• InChIKey: VVFGLBKYBBUTRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (difluoromethyl)phosphonate
• IUPAC Traditional name: diethyl difluoromethylphosphonate
• Synonyms: Diethyl (difluoromethyl)phosphonate; Diethyl (difluoromethane)phosphonate; P-Difluoromethylphosphonic Acid Diethyl Ester; Difluoromethylphosphonic Acid Diethyl Ester; Diethyl Difluoromethanephosphonate

Database IDs

• CAS Number: 1478-53-1
• MDL Number: MFCD00192023
• PubChem SID: 160973903
• PubChem CID: 2758305

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.8387253
• LogD (pH = 7.4): 1.8387253
• Log P: 1.8387253
• Molar Refractivity: 36.0414 cm^3
• Polarizability: 14.454299 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colourless Liquid
• Boiling Point: 55 °C/0.5 mmHg(lit.); 95-96°C/15mm
• Flash Point: >113 °C; >235.4 °F
• Density: 1.193; 1.199 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.388(lit.)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 96%; 98%
• Linear Formula: F2CHP(O)(OC2H5)2

DETAILS

Sigma Aldrich - 411418

Packaging
Packaged in glass bottles

Toronto Research Chemicals - D444220

Inhibitor of bacterial phosphotriesterases and an intermediate for the synthesis of 5’-diphosphate/5’-triphosphate mimics for transcriptase and glycerol kinase inhibition.

REFERENCES

• Hong, S.B., et al.: J. Enz. Inhib., 13, (1998)
• Durgam, G., et al.: J. Med. Chem., 48, 4919 (1998)