| Identification | More | [Name]
Ethyl trifluoropyruvate | [CAS]
13081-18-0 | [Synonyms]
3,3,3-TRIFLUORO-2-OXOPROPANOIC ACID ETHYL ESTER
E-TFPA
ETHYL 2-OXO-3,3,3-TRIFLUORO PROPIONATE
ETHYL 3,3,3-TRIFLUORO-2-OXOPROPANOATE
ETHYL 3,3,3-TRIFLUOROPYRUVATE
ETHYL TRIFLUOROPYRUVATE
RARECHEM AL BI 1300
TRIFLUOROPYRUVIC ACID ETHYL ESTER
Ethyl trifluoropyruvate 98%
Ethyltrifluoropyruvate98%
3,3,3-Trifluoropyruvic acid ethyl ester
Ethyl 2-oxo-3,3,3-trifluoropropanoate | [EINECS(EC#)]
603-440-7 | [Molecular Formula]
C5H5F3O3 | [MDL Number]
MFCD00114935 | [Molecular Weight]
170.09 | [MOL File]
13081-18-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear pale yellow liquid | [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.)
| [Fp ]
88 °F
| [storage temp. ]
Refrigerator | [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 Data | Back Directory | [Hazard Codes ]
Xn,C,Xi | [Risk Statements ]
R10:Flammable.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 3272 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Corrosive | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29183000 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear pale yellow liquid | [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%. |
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