Ethyl trifluoropyruvate Chemical Properties

Boiling point:

42 °C(lit.)

Density 

1.283 g/mL at 25 °C (lit.)

vapor pressure 

12.49hPa at 25℃

refractive index 

n20/D 1.341(lit.)

Flash point:

88 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Miscible with dichloromethane.

form 

Liquid

color 

Clear colorless to pale yellow

BRN 

2087388

Stability:

Moisture Sensitive

InChIKey

KJHQVUNUOIEYSV-UHFFFAOYSA-N

LogP

-0.05

CAS DataBase Reference

13081-18-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,C,Xi

Risk Statements 

10-22-36/37/38

Safety Statements 

26-37/39-16

RIDADR 

UN 3272 3/PG 3

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

3

PackingGroup 

III

HS Code 

29183000

MSDS

• Language:English Provider:Ethyl trifluoropyruvate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl trifluoropyruvate Usage And Synthesis

Chemical Properties

Clear pale yellow liquid

Uses

Ethyl trifluoropyruvate acts as a building block in synthetic chemistry for the synthesis of fluorine containing compounds. It is also used as a reagent for the preparation of potential biologically active compounds like highly enantioselective organocatalytic hydroxyalkylation of indoles.

Uses

Ethyl 3,3,3-trifluoropyruvate may be used in the preparation of N-heteroaryl(trifluoromethyl)hydroxyalkanoic acid esters.

Uses

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

General Description

Ethyl 3,3,3-trifluoropyruvate is a trifluoromethylated compound. Enantioselective Friedel–Crafts alkylation of simple phenols and indoles with ethyl 3,3,3-trifluoropyruvate under different reaction conditions have been reported.

Synthesis

To 58 mL (1.0 mL/mmol) of acetonitrile, 10 g (58 mmol, 1.0 eq) of ethyl 3,3,3-trifluorolactate was added and dissolved therein.Furthermore, 11 g (67 mmol, 1.2 eq) of NaClO.5H2O was added, followed by stirring at 20° C. for 30 minutes.As the reaction-terminated liquid was analyzed by 19F-NMR, conversion was 100%, and selectivity was 98%.To the reaction-terminated liquid, 0.38 g (1.5 mmol, 0.026 eq) of sodium thiosulfate pentahydrate was added, followed by stirring, thereby quenching the remaining oxidation agent.Furthermore, 0.33 g (3.9 mmol, 0.067 eq) of sodium hydrogencarbonate and 10 g (70 mmol, 1.2 eq) of sodium sulfate were added, followed by stirring and then removing solid matter by filtration.As the filtrate was quantified with internal standard method (internal standard substance: α,α,α-trifluorotoluene) by 19F-NMR, Ethyl trifluoropyruvate was contained by 56 mmol (quantitative yield: 97%).By a simple distillation (up to 48° C./0.5 kPa) of the filtrate, 7.6 g of Ethyl trifluoropyruvate was obtained. 19F-NMR purity was 99% (40 mmol), and the total yield was 69%.

Ethyl trifluoropyruvate(13081-18-0)Related Product Information

• Ethyl 4,4,4-trifluoroacetoacetate
• Ethyl acetoacetate
• Phosphoenolpyruvate carboxylase
• Ethylparaben
• Ethyl bromopyruvate
• Calcium pyruvate
• Trinexapac-ethyl
• ISOXADIFEN-ETHYL
• PYRUVATE DEHYDROGENASE
• EC 2.7.1.40
• Dimethyl succinate
• Methyl acrylate
• Ethanol
• Ethyl acetate
• Ethyl bromodifluoroacetate
• Ethyl propionate
• Ethyl trifluoroacetate
• Ethyl 2,4-dioxovalerate