ethyl 3,3,3-trifluoro-2-oxopropanoate

• ChemBase ID: 8296
• Molecular Formular: C5H5F3O3
• Molecular Mass: 170.0866096
• Monoisotopic Mass: 170.01907868
• SMILES: C(C(=O)C(=O)OCC)(F)(F)F
• Canonical SMILES: CCOC(=O)C(=O)C(F)(F)F
• InChI: InChI=1S/C5H5F3O3/c1-2-11-4(10)3(9)5(6,7)8/h2H2,1H3
• InChIKey: KJHQVUNUOIEYSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3,3,3-trifluoro-2-oxopropanoate
• IUPAC Traditional name: ethyl 3,3,3-trifluoro-2-oxopropanoate
• Synonyms: Trifluoropyruvic acid ethyl ester; Ethyl trifluoropyruvate; ethyl 3,3,3-trifluoro-2-oxopropanoate; Ethyltrifluoropyruvate; 3,3,3-Trifluoro-2-oxopropanoic Acid Ethyl Ester; Ethyl 3,3,3-Trifluoropyruvate; Ethyl 3,3,3-Trifluoro-2-oxopropanoate; Ethyl Trifluoropyruvate; Trifluoropyruvic Acid Ethyl Ester; Ethyl trifluoropyruvate; Ethyl 2-oxo-3,3,3-trifluoropropanoate; Ethyl trifluoropyruvate 98%; Ethyl 3,3,3-trifluoropyruvate; 三氟丙酮酸乙酯; 3,3,3-三氟丙酮酸乙酯

Database IDs

• CAS Number: 13081-18-0
• EC Number: 000-000-0
• MDL Number: MFCD00114935
• Beilstein Number: 2087388
• PubChem SID: 24873486; 160971603
• PubChem CID: 2737239

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.934238
• LogD (pH = 7.4): 1.934238
• Log P: 1.934238
• Molar Refractivity: 28.5176 cm^3
• Polarizability: 10.721147 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethyl Acetate
• Apperance: Pale Yellow Oil
• Boiling Point: 42 °C(lit.); 42°C; 95-98°C; 95-98°C
• Flash Point: 27°C(80°F); 31 °C; 31°C; 87.8 °F
• Density: 1.283; 1.283 g/mL at 25 °C(lit.); 1.400
• Refractive Index: 1.3405; 1.341; n20/D 1.341(lit.)
• Hydrophobicity(logP): 1.19

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Flammable/Harmful/Irritant; IRRITANT, FLAMMABLE
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: 3272; UN3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-36/37/38; 10-36/37/38
• Safety Statements: 23-26-37; 26
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H315-H319-H335; H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: 95%; 97%
• Linear Formula: CF3COCO2C2H5

DETAILS

Apollo Scientific Ltd - PC3288G

Useful prochiral intermediate

Sigma Aldrich - 510254

Packaging
5 g in ampule

Toronto Research Chemicals - T792700

Trifluoropyruvic Acid Ethyl Ester is used as a reagent in the preparation of potential biologically active compounds such as in the highly enantioselective organocatalytic hydroxyalkylation of indoles.

REFERENCES

• Toeroek, B. et al.: Angew. Chem. Int. Ed., 44, 3086 (2005)
• Wolf, C. et al.: Adv. Synth. Cat., 353, 760 (2005)