Ethyl trifluoroacetate
Synonym(s):Trifluoroacetic acid ethyl ester
- CAS NO.:383-63-1
- Empirical Formula: C4H5F3O2
- Molecular Weight: 142.08
- MDL number: MFCD00000419
- EINECS: 206-851-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-01 18:09:03
What is Ethyl trifluoroacetate?
Chemical properties
Colorless to yellow liquid
The Uses of Ethyl trifluoroacetate
Ethyl Trifluoroacetate is an intermediate used in the synthesis of various pharmaceutically active molecules and agricultural products. Ethyl Trifluoroacetate is also useful for the preparation of tri fluoroacylated compounds.
The Uses of Ethyl trifluoroacetate
A solution of the SM (0.411 g, 1.47 mmol) and ethyl trifluoroacetate (0.5 mL, 4.19 mmol) in dry THF was stirred at RT for 15 min. The mixture was concentrated in vacuo to provide the product as a colorless oil, which was used in the next step without further purification. [0.545 g, 99%] [UK Pat App GB2463151A, page 124]
The Uses of Ethyl trifluoroacetate
Widely used in the synthetic process of medicine, pesticides and organic intermediate.
The Uses of Ethyl trifluoroacetate
Ethyl trifluoroacetate is used as an intermediate in organic synthesis to prepare organic fluorine compounds like 3-ethyl-1-methylimidazolium trifluoroacetate (EMITA). It is involved in the syntheses of various pharmaceutically active molecules and agricultural products. It is also useful for the preparation of tri fluoroacylated compounds.
Definition
ChEBI: TRIFLUOROACETIC ACID ETHYL ESTER is an organohalogen compound. It is functionally related to a carboxylic acid.
Preparation
Trifluoroacetic acid and ethanol were used as starting materials with strong-acid cation exchange resin as catalysts at 40 ~ 50 she℃. Add ethanol drop and temperature rising reflux divides the mixture of water and ethanol. After that, collect the mix of thick product ethanol and Ethyl trifluoroacetate. The crude product collected is added a small amount of water, and layering can obtain a content of more than 99.5%. The qualified product Ethyl trifluoroacetate, whose moisture is less than 0.1%, yields more than 95%.
Synthesis Reference(s)
Journal of the American Chemical Society, 72, p. 3527, 1950 DOI: 10.1021/ja01164a056
Flammability and Explosibility
Highly flammable
Purification Methods
Fractionate it through a long Vigreux column (p 11). IR has max at 1800 (CO2) and 1000 (OCO) cm-1 [Fuson et al. J Chem Phys 20 1627 1952, Bergman J Org Chem 23 476 1958]. [Beilstein 2 IV 463.]
Properties of Ethyl trifluoroacetate
Melting point: | -78 °C |
Boiling point: | 60-62 °C(lit.) |
Density | 1.194 g/mL at 25 °C(lit.) |
vapor pressure | 18.5kPa at 20℃ |
refractive index | n |
Flash point: | 30 °F |
storage temp. | 2-8°C |
solubility | 4g/l |
form | Liquid |
pka | 0.43[at 20 ℃] |
Specific Gravity | 1.194 |
color | Clear |
PH | 4 (4g/l, H2O, 20℃) |
Water Solubility | HYDROLYSIS |
Sensitive | Moisture Sensitive |
BRN | 1761411 |
Stability: | Hygroscopic, Moisture Sensitive, Volatile |
CAS DataBase Reference | 383-63-1(CAS DataBase Reference) |
NIST Chemistry Reference | Acetic acid, trifluoro-, ethyl ester(383-63-1) |
EPA Substance Registry System | Ethyl trifluoroacetate (383-63-1) |
Safety information for Ethyl trifluoroacetate
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H225:Flammable liquids H302:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Ethyl trifluoroacetate
InChIKey | STSCVKRWJPWALQ-UHFFFAOYSA-N |
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