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269697 Sigma-Aldrich

Ethyl 4,4,4-trifluorocrotonate

98%

Synonym: Ethyl 4,4,4-trifluoro-2-butenoate

  • CAS Number 406-10-0

  • Linear Formula CF3CH=CHCO2C2H5

  • Molecular Weight 168.11

  •  MDL number MFCD00009903

  •  PubChem Substance ID 24856340

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   100
assay   98%
refractive index   n20/D 1.3601 (lit.)
bp   114-115 °C (lit.)
density   1.125 g/mL at 25 °C (lit.)
SMILES string   CCOC(=O)\C=C\C(F)(F)F
InChI   1S/C6H7F3O2/c1-2-11-5(10)3-4-6(7,8)9/h3-4H,2H2,1H3/b4-3+
InChI key   ZKRJCMKLCDWROR-ONEGZZNKSA-N

Description

General description

The Michael reaction between ethyl 4,4,4-trifluorocrotonate and a Ni(II) complex of the Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]benzophenone was studied.

Application

Ethyl 4,4,4-trifluorocrotonate was used in the synthesis of (2S,3S)-3-methyl- and (2S,3S)-3-trifluoromethylpyroglutamic acid. It undergoes diastereoselective Michael addition reaction with ethyl crotonate.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 3272 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
78.8 °F - closed cup
Flash Point(C) 
26 °C - closed cup

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Protocols & Articles
Peer-Reviewed Papers
15

References

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