ethyl 4,4,4-trifluoro-3-oxobutanoate

• ChemBase ID: 6556
• Molecular Formular: C6H7F3O3
• Molecular Mass: 184.1131896
• Monoisotopic Mass: 184.03472874
• SMILES: FC(F)(F)C(=O)CC(=O)OCC
• Canonical SMILES: CCOC(=O)CC(=O)C(F)(F)F
• InChI: InChI=1S/C6H7F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h2-3H2,1H3
• InChIKey: OCJKUQIPRNZDTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4,4,4-trifluoro-3-oxobutanoate
• IUPAC Traditional name: ethyl 4,4,4-trifluoro-3-oxobutanoate
• Synonyms: Ethyl 4,4,4-trifluoroacetoacetate; ETHYL TRIFLUOROACETOACETATE; Ethyl 4,4,4-trifluoro-3-oxobutanoate; Ethyl 4,4,4-trifluoro-3-oxobutanoate; Ethyl 4,4,4-trifluoroacetoacetate 98%; Ethyl 3-oxo-4,4,4-trifluorobutyrate; Ethyl 4,4,4-trifluoroacetoacetate; 4,4,4-Trifluoroacetoacetic acid ethyl ester; Ethyl trifluoroacetoacetate; 三氟乙酰乙酸乙酯; 4,4,4-三氟乙酰乙酸乙酯; 三氟乙酰乙酸乙酯

Database IDs

• CAS Number: 372-31-6
• EC Number: 206-750-7
• MDL Number: MFCD00000424
• Beilstein Number: 608353
• PubChem SID: 24889513; 24894598; 160969863
• PubChem CID: 67793

CALCULATED PROPERTIES

• Acid pKa: 8.052113
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6323239
• LogD (pH = 7.4): 1.546297
• Log P: 1.633539
• Molar Refractivity: 33.0668 cm^3
• Polarizability: 12.449252 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -30°C; -39°C
• Boiling Point: 129-130 °C(lit.); 129-130°C; 129-130°C; 70°C/100mm
• Flash Point: 100.4 °F; 38 °C; 38°C; 38°C(100°F)
• Density: 1.259; 1.259 g/mL at 25 °C(lit.)
• Refractive Index: 1.3750; 1.3758; 1.3760; n20/D 1.375(lit.); n20/D 1.376

Safety Information

• Storage Warning: Flammable/Harmful; IRRITANT, FLAMMABLE
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 3272; UN3272
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-52/53
• Safety Statements: 36-61; 61
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H412; H301-H226-H402-H412
• GHS Precautionary statements: P210-P241-P301+P310-P303+P361+P353-P405-P501A; P273
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 97%; 98+%; 99%
• Grade: Lonza quality; purum
• Impurities: ≤0.20% water (Karl Fischer)
• Linear Formula: CF3COCH2CO2C2H5

DETAILS

MP Biomedicals - 05211918

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC3280

J. Chem. Soc., Chem. Commun., 83 (1989): a report on the different factors efffecting C- vs O- alkylation.

Sigma Aldrich - 689106

Analysis Note
color values: L*98.00-100.50 (CIELAB)
Packaging
1 kg in poly bottle

Sigma Aldrich - E50205

Packaging
5, 25, 100 g in glass bottle

REFERENCES

• For discussion of factors influencing O- vs C-alkylation, see: J. Chem. Soc., Chem. Commun., 83 (1989).