2,2,2-trifluoroethyl 2,5-bis(2,2,2-trifluoroethoxy)(2H3)benzoate

• ChemBase ID: 179073
• Molecular Formular: C13H9F9O4
• Molecular Mass: 400.1937888
• Monoisotopic Mass: 400.03571275
• SMILES: c1(ccc(c(c1)C(=O)OCC(F)(F)F)OCC(F)(F)F)OCC(F)(F)F
• Canonical SMILES: O=C(c1cc(ccc1OCC(F)(F)F)OCC(F)(F)F)OCC(F)(F)F
• InChI: InChI=1S/C13H9F9O4/c14-11(15,16)4-24-7-1-2-9(25-5-12(17,18)19)8(3-7)10(23)26-6-13(20,21)22/h1-3H,4-6H2
• InChIKey: RXCBHSJSTYMELN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoroethyl 2,5-bis(2,2,2-trifluoroethoxy)(^2H₃)benzoate
• IUPAC Traditional name: 2,2,2-trifluoroethyl 2,5-bis(2,2,2-trifluoroethoxy)(^2H₃)benzoate
• Synonyms: 2,5-Bis(2,2,2-trifluoroethoxy)benzoic Acid-d3 2,2,2-Trifluoroethyl Ester; 2,2,2-Trifluoroethyl 2,5-Bis(2,2,2-trifluoroethoxy)benzoate-d3

Database IDs

• PubChem SID: 164234983
• PubChem CID: 71752757

CALCULATED PROPERTIES

• Acid pKa: 19.557417
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.526669
• LogD (pH = 7.4): 4.526669
• Log P: 4.526669
• Molar Refractivity: 67.36 cm^3
• Polarizability: 24.646856 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Semi-Solid

DETAILS

Toronto Research Chemicals - T790202

Intermediate in the production of labelled antiarrhythmic N-(Piperidylalkyl)trifluoroethoxybenzamides. Possible Flecainide impurity.

REFERENCES

• Banitt, E., et al.: J. Med. Chem., 20, 821 (1977)