Ethyl 4,4,4-trifluorobutyrate

Base Information

• Chemical Name: Ethyl 4,4,4-trifluorobutyrate
• CAS No.: 371-26-6
• Molecular Formula: C6H9F3O2
• Molecular Weight: 170.131
• Hs Code.: 29159000
• European Community (EC) Number: 625-023-9
• DSSTox Substance ID: DTXSID80369824
• Nikkaji Number: J308.982G
• Wikidata: Q72477535
• Mol file: 371-26-6.mol

Synonyms:Ethyl 4,4,4-trifluorobutyrate;371-26-6;ethyl 4,4,4-trifluorobutanoate;ethyl4,4,4-trifluorobutyrate;Butanoic acid, 4,4,4-trifluoro-, ethyl ester;4,4,4-trifluoro-butyric acid ethyl ester;MFCD00041398;4,4,4-Trifluorobutyric Acid Ethyl Ester;SCHEMBL196812;ethyl4,4,4-trifluorobutanoate;ethyl 3-trifluoromethylpropionate;AMY6781;DTXSID80369824;CS-B0243;AKOS005063305;AS-10276;Ethyl 4,4,4-trifluorobutyrate, >=98%;SY050003;E0830;FT-0626054;F21312;A823535;J-521319

Chemical Property of Ethyl 4,4,4-trifluorobutyrate

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 38.5mmHg at 25°C
• Refractive Index: n20/D 1.3516(lit.)
• Boiling Point: 99.331 °C at 760 mmHg
• Flash Point: -4.982 °C
• Density: 1.154 g/cm³
• Storage Temp.: Flammables area
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 170.05546401
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4,4,4-trifluorobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, F
• Hazard Codes: Xn,F
• Statements: 10-20/21/22-36/37
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC(F)(F)F
• Uses: 4,4,4-Trifluoro Ethyl Ester Butanoic Acid is a useful building block for organic synthesis.

Technology Process of Ethyl 4,4,4-trifluorobutyrate

There total 13 articles about Ethyl 4,4,4-trifluorobutyrate 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: 98.39%

2-(2,2,2-trifluoroethyl)malonic acid diethyl ester (99783-25-2) → ethyl 4,4,4-trifluorobutanoate (371-26-6)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 130 ℃; for 12h;

Reference yield: 93.0%

1,1,1-trifluoro-3-iodopropane (460-37-7,71215-70-8) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 4,4,4-trifluorobutanoate (371-26-6)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 80 ℃; for 24h; under 22800 Torr; other conditions;

DOI:10.1016/S0040-4039(00)99372-9

Reference yield: 93.0%

→ ethyl 4,4,4-trifluorobutanoate (371-26-6)

Guidance literature:

upstream raw materials:

ethyl 4,4,4-trifluorobut-2-enoate

chloroformic acid ethyl ester

3,3,3-trifluoropropyl magnesium chloride

3-acetoxy-4,4,4-trifluoro-but-2-enoic acid ethyl ester

Downstream raw materials:

4,4,4-trifluorobutanol

4,4,4-trifluorobutyric acid

4,4,4-trifluoro-butyric acid benzylamide

9-benzyl-2-(3,3,3-trifluoro-propyl)-9H-purin-6-ol

Refernces

• 1、 Patterson-Orazem, Athéna,Sullivan, Bradford,Stewart, Jon D.. "Pichia stipitis OYE 2.6 variants with improved catalytic efficiencies from site-saturation mutagenesis libraries". . p. 5628 - 5632. Retrieved 2015/01/09.
• 2、 Carcenac,Tordeux,Wakselman,Diter. "Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation". . p. 1347 - 1355. Retrieved 2007/10/03.