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E50205 Aldrich

Ethyl 4,4,4-trifluoroacetoacetate

99%

Synonym: ETFAA, Ethyl 3-oxo-4,4,4-trifluorobutyrate

  • CAS Number 372-31-6

  • Linear Formula CF3COCH2CO2C2H5

  • Molecular Weight 184.11

  •  Beilstein Registry Number 608353

  •  EC Number 206-750-7

  •  MDL number MFCD00000424

  •  PubChem Substance ID 24894598

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   OCJKUQIPRNZDTK-UHFFFAOYSA-N
assay   99%
refractive index   n20/D 1.375(lit.)
bp   129-130 °C(lit.)
density   1.259 g/mL at 25 °C(lit.)

Description

Packaging

5, 25, 100 g in glass bottle

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 & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 3272 3 / PGIII
WGK Germany 
2
Flash Point(F) 
100.4 °F
Flash Point(C) 
38 °C

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