Ethyl trifluoroacetate

Base Information

• Chemical Name: Ethyl trifluoroacetate
• CAS No.: 383-63-1
• Molecular Formula: C4H5F3O2
• Molecular Weight: 142.078
• Hs Code.: 29159080
• European Community (EC) Number: 206-851-6
• NSC Number: 220215
• UNII: A6TZK6X11X
• DSSTox Substance ID: DTXSID8041959
• Nikkaji Number: J139.766D
• Wikipedia: Ethyl_trifluoroacetate
• Wikidata: Q27273701
• ChEMBL ID: CHEMBL3185188
• Mol file: 383-63-1.mol

Synonyms:ETHYL TRIFLUOROACETATE;383-63-1;ethyl 2,2,2-trifluoroacetate;Trifluoroacetic acid ethyl ester;Acetic acid, trifluoro-, ethyl ester;Trifluoroacetic acid, ethyl ester;Ethyl trifluoroethanoate;Acetic acid, 2,2,2-trifluoro-, ethyl ester;UNII-A6TZK6X11X;A6TZK6X11X;DTXSID8041959;Ethyl ester of Trifluoroacetic acid;EINECS 206-851-6;MFCD00000419;NSC 220215;NSC-220215;AI3-52221;EC 206-851-6;Trifluoro-Aceticaciethylester;ethyl trifloroacetate;ethyl trifluoracetate;ethyl trifluoroacetat;ethyl triflouroacetate;CF3COOEt;ethyl tri-fluoroacetate;ethyl trifluoro-acetate;CF3CO2Et;CF3COOC2H5;CF3CO2C2H5;ETHYL PERFLUOROACETATE;SCHEMBL60813;Ethyl trifluoroacetate, 99%;trifluoracetic acid ethylester;ethyl 2,2,2-triluoroacetate;trifluroacetic acid ethyl ester;AMY395;CHEMBL3185188;DTXCID6021959;Trifluoro-acetic acid ethyl ester;CHEBI:192463;C4-H5-F3-O2;CS-B0892;Tox21_301309;NSC220215;STK260851;AKOS000119926;ethyl-alpha,alpha,alpha-trifluoroacetate;NCGC00255908-01;AS-14040;BP-12762;BP-30258;CAS-383-63-1;FT-0625798;T0432;EN300-19221;J-521289;J-802214;Q27273701;ETHYL .ALPHA.,.ALPHA.,.ALPHA.-TRIFLUOROACETATE;F0001-1091

Chemical Property of Ethyl trifluoroacetate

Chemical Property:

• Appearance/Colour: Colorless to yellow liquid
• Vapor Pressure: 56mmHg at 25°C
• Melting Point: -78 °C
• Refractive Index: n20/D 1.307(lit.)
• Boiling Point: 61.5 °C at 760 mmHg
• PKA: 0.43[at 20 ℃]
• Flash Point: 30 °F
• PSA: 26.30000
• Density: 1.241 g/cm³
• LogP: 1.11180
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: 4g/l
• Water Solubility.: HYDROLYSIS
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 142.02416388
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

ETFA ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, C
• Hazard Codes: F,Xn,C
• Statements: 11-22-37/38-41-34
• Safety Statements: 9-16-26-36/39-45-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: CCOC(=O)C(F)(F)F
• Uses: 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. 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.

Technology Process of Ethyl trifluoroacetate

There total 103 articles about Ethyl trifluoroacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

diethyl ether (60-29-7,927820-24-4) + trifluoroacetyl triflate (68602-57-3) → ethyl trifluoroacetate, (383-63-1) + trifluoromethanesulfonic acid ethyl ester (425-75-2)

Guidance literature:

at 0 ℃;

DOI:10.1021/jo00228a002

Reference yield: 100.0%

ethanol (64-17-5) + trifluoroacetic acid (76-05-1) → ethyl trifluoroacetate, (383-63-1)

Guidance literature:

for 24h; Product distribution; Heating; others alcohols;

DOI:10.1021/jo00346a036

Reference yield: 99.0%

ethyl difluoroacetate (454-31-9) + trifluoroacetic acid (76-05-1) → Difluoroacetic acid (381-73-7) + ethyl trifluoroacetate, (383-63-1)

Guidance literature:

at 85 ℃; Product distribution / selectivity;

upstream raw materials:

ethanol

sodium 2,2,2-trifluoroacetate

2,4,6-tris(trifluoromethyl)-1,3,5-triazine

trifluoroacetic acid

Downstream raw materials:

4,4,4-trifluoro-1-(pyridin-4-yl)butane-1,3-dione

1-(2,5-dimethyl-[3]thienyl)-4,4,4-trifluoro-butane-1,3-dione

4,4,4-trifluoro-2-methyl-1-(5-methyl-[2]furyl)-butane-1,3-dione

4,4,4-trifluoro-2-methyl-1-(5-methyl-[2]thienyl)-butane-1,3-dione

Refernces

• 1、 Miller,Prober. "-". . p. 2602. Retrieved 1948.
• 2、 Nordlander,Deadman. "". . p. 4409,4411. Retrieved 1967.
• 3、 Ess, Daniel H.,Gunsalus, Niles Jensen,Hashiguchi, Brian G.,Konnick, Michael M.,Koppaka, Anjaneyulu,Park, Sae Hume,Periana, Roy A.. "SN2 and E2 Branching of Main-Group-Metal Alkyl Intermediates in Alkane CH Oxidation: Mechanistic Investigation Using Isotopically Labeled Main-Group-Metal Alkyls". . p. 1907 - 1916. Retrieved 2020.
• 4、 Cao, Yuan,Coutard, Nathan,Goldberg, Jonathan M.,Groves, John T.,Gunnoe, T. Brent,Jeffrey, Philip D.,Jia, Xiaofan,Valle, Henry U.. "Aerobic Partial Oxidation of Alkanes Using Photodriven Iron Catalysis". supporting information. . Retrieved 2022/01/11.
• 5、 Ariyasingha, Nuwandi M.,Chekmenev, Eduard Y.,Chukanov, Nikita V.,Gelovani, Juri G.,Joalland, Baptiste,Koptyug, Igor V.,Kovtunov, Kirill V.,Nantogma, Shiraz,Salnikov, Oleg G.,Younes, Hassan R.. "Low-Flammable Parahydrogen-Polarized MRI Contrast Agents". . p. 2774 - 2781. Retrieved 2021/01/18.