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HomeProduct name listEthyl trifluoroacetate

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
Ethyl trifluoroacetate Structural

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

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  n20/D 1.307(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
ghs
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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