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

• ChemBase ID: 94465
• Molecular Formular: C12H11F3O3
• Molecular Mass: 260.2091496
• Monoisotopic Mass: 260.06602887
• SMILES: O=C(c1cc(ccc1)C(F)(F)F)CC(=O)OCC
• Canonical SMILES: CCOC(=O)CC(=O)c1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C12H11F3O3/c1-2-18-11(17)7-10(16)8-4-3-5-9(6-8)12(13,14)15/h3-6H,2,7H2,1H3
• InChIKey: YCHPVUWFIZXXPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate
• IUPAC Traditional name: ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate
• Synonyms: Ethyl [3-(trifluoromethyl)benzoy]lacetate; Ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate; 3-(3-Trifluoromethylphenyl)-3-oxo-propionic acid ethyl ester; Ethyl 2-(3-trifluoromethylbenzoyl)acetate; Ethyl 3-(3-trifluoromethylphenyl)-3-oxopropanoate; Ethyl (3-trifluoromethylbenzoyl)acetate; (3-三氟甲基苯甲酰)乙酸乙酯

Database IDs

• CAS Number: 1717-42-6
• MDL Number: MFCD03424819
• PubChem SID: 162081119; 24879808
• PubChem CID: 2063905

CALCULATED PROPERTIES

• Acid pKa: 10.576076
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.8036687
• LogD (pH = 7.4): 2.803383
• Log P: 2.8036723
• Molar Refractivity: 58.2963 cm^3
• Polarizability: 21.608175 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 250-251 °C(lit.); 250-251°C
• Density: 1.267 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4850(lit.)

Safety Information

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

Product Information

• Linear Formula: CF3C6H4COCH2CO2C2H5

DETAILS

Sigma Aldrich - 559245

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of pyrido[1,2-a]benzimidazoles as cytotoxic and antiplasmodial agent1
• Preparation of diaryl-substituted pyrazoles as potent CCR2 receptor antagonists2
• Acid-catalyzed addition/annulation reactions3
• Cyclocondensation with diaminophenylpyrazole4