ethyl 3-oxo-3-[4-(trifluoromethyl)phenyl]propanoate

• ChemBase ID: 94467
• Molecular Formular: C12H11F3O3
• Molecular Mass: 260.2091496
• Monoisotopic Mass: 260.06602887
• SMILES: O=C(c1ccc(cc1)C(F)(F)F)CC(=O)OCC
• Canonical SMILES: CCOC(=O)CC(=O)c1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C12H11F3O3/c1-2-18-11(17)7-10(16)8-3-5-9(6-4-8)12(13,14)15/h3-6H,2,7H2,1H3
• InChIKey: HVHVSJPSNQIPEM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-oxo-3-[4-(trifluoromethyl)phenyl]propanoate
• IUPAC Traditional name: ethyl 3-oxo-3-[4-(trifluoromethyl)phenyl]propanoate
• Synonyms: 3-Oxo-3-(4-trifluoromethylphenyl)propanoic acid ethyl ester; Ethyl 2-4-(Trifluoromethyl)benzoylacetate; Ethyl 3-(4-trifluoromethylphenyl)-3-oxopropionate; Ethyl 3-oxo-3-4-(trifluoromethyl)phenylpropanoate; Ethyl (4-trifluoromethylbenzoyl)acetate; Ethyl [4-(trifluoromethyl)benzoyl]acetate; Ethyl 3-oxo-3-[4-(trifluoromethyl)phenyl]propanoate; (4-三氟甲基苯甲酰基)乙酸乙酯

Database IDs

• CAS Number: 106263-53-0
• MDL Number: MFCD03424818
• PubChem SID: 162081121; 24879790
• PubChem CID: 2760281

CALCULATED PROPERTIES

• Acid pKa: 10.618988
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.803669
• LogD (pH = 7.4): 2.8034103
• Log P: 2.8036723
• Molar Refractivity: 58.2963 cm^3
• Polarizability: 21.608038 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 248-249 °C(lit.); 248-249°C
• Density: 1.27; 1.270 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4880(lit.)

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Linear Formula: CF3C6H4COCH2CO2C2H5

DETAILS

Sigma Aldrich - 559059

Packaging
5 g in glass bottle
Application
Reactant for:
• In-catalyzed cycloisomerization1
• Chiral Lewis base-catalyzed stereoselective reduction with trichlorosilane and water2
• Guanidine-catalyzed enantioselective Michael reactions3
• Transesterification reactions4
• Intermolecular coupling reactions5