E50205

Ethyl 4,4,4-trifluoroacetoacetate

99%

• Synonym(s): ETFAA, Ethyl 3-oxo-4,4,4-trifluorobutyrate
• Linear Formula: CF₃COCH₂CO₂C₂H₅
• CAS Number: 372-31-6
• Molecular Weight: 184.11
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24894598
• EC Number: 206-750-7
• Beilstein/REAXYS Number: 608353
• MDL number: MFCD00000424
• Assay: 99%
• Form: liquid

Properties

• Quality Segment: 100
• assay: 99%
• form: liquid
• refractive index: n20/D 1.375 (lit.)
• bp: 129-130 °C (lit.)
• density: 1.259 g/mL at 25 °C (lit.)
• SMILES string: CCOC(=O)CC(=O)C(F)(F)F
• InChI: 1S/C6H7F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h2-3H2,1H3
• InChI key: OCJKUQIPRNZDTK-UHFFFAOYSA-N

Description

Application

Ethyl 4,4,4-trifluoroacetoacetate (ETFAA) is a general reagent to synthesize enantiopure trifluoromethyl-functionalized products. Applications include:

• Synthesis of (S)- and (R)-α-trifluoromethyl-aspartic acid and α- trifluoromethyl-serine from chiral CF₃-oxazolidines, which is derived from ETFAA.
• Enantiopure synthesis of trifluoromethyl-β-amino acid derivatives.
• Synthesis of (2R)-2-trifluoromethyl-2-carboxyazetidine, (R)- and (S)-trifluoromethylhomoserines from oxazolidine intermediate obtained by condensing (R)-phenylglycinol with ETFAA.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H302,H412
• pcodes: P210 - P273 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk: WGK 2
• flash_point_f: 100.4 °F - closed cup
• flash_point_c: 38 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter