Ethyl 3,3,3-trifluoro-2-hydroxypropanoate

Base Information

• Chemical Name: Ethyl 3,3,3-trifluoro-2-hydroxypropanoate
• CAS No.: 94726-00-8
• Molecular Formula: C5H7F3O3
• Molecular Weight: 172.104
• Hs Code.: 2918199090
• European Community (EC) Number: 674-901-8
• DSSTox Substance ID: DTXSID80374559
• Nikkaji Number: J1.339.513F
• Mol file: 94726-00-8.mol

Synonyms:94726-00-8;ethyl 3,3,3-trifluoro-2-hydroxypropanoate;Ethyl 3,3,3-trifluoro-DL-lactate;ethyl 3,3,3-trifluoro-2-hydroxypropionate;Ethyl 2-hydroxy-3,3,3-trifluoropropanoate;Ethyl 3,3,3-Trifluoro-2-hydroxy-propionate;MFCD05664163;SCHEMBL6762809;DTXSID80374559;BBL104109;STL557924;AKOS006294449;FS-6218;D86103;2-Hydroxy-3,3,3-trifluoropropanoic acid ethyl ester

Chemical Property of Ethyl 3,3,3-trifluoro-2-hydroxypropanoate

Chemical Property:

• Melting Point: 40-41°C
• PSA: 46.53000
• LogP: 0.47270
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 172.03472857
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

100% ^*data from raw suppliers

Ethyl3,3,3-trifluoro-2-hydroxy-propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(F)(F)F)O

Technology Process of Ethyl 3,3,3-trifluoro-2-hydroxypropanoate

There total 7 articles about Ethyl 3,3,3-trifluoro-2-hydroxypropanoate 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: 93.0%

ethyl-3,3,3-trifluoropyruvate (13081-18-0) → ethyl 3,3,3-trifluoro-2-hydroxypropanoate (94726-00-8)

Guidance literature:

With sodium tetrahydroborate; In diethyl ether; a) ice-cooling, 15 min, b) r.t., 3 h;

Reference yield: 68.0%

ethanol (64-17-5) + 3,3,3-trifluoro-2-hydroxy-propionic acid (684-07-1) → ethyl 3,3,3-trifluoro-2-hydroxypropanoate (94726-00-8)

Guidance literature:

With sulfuric acid; In ethanol; for 42h; Heating / reflux;

Reference yield:

ethyl-3,3,3-trifluoropyruvate (13081-18-0) + phenylmagnesium chloride (100-59-4) → C11H11F3O3 + C11H11F3O3 + C11H11F3O4 + ethyl 3,3,3-trifluoro-2-hydroxypropanoate (94726-00-8)

Guidance literature:

phenylmagnesium chloride; With diethylzinc; (R)-1,1'-Bi-2-naphthol; In tetrahydrofuran; 1,2-dichloro-ethane; at -40 - 20 ℃; for 1h;

ethyl-3,3,3-trifluoropyruvate; In tetrahydrofuran; 1,2-dichloro-ethane; at -40 ℃; for 24h; Further stages. Title compound not separated from byproducts.;

DOI:10.1055/s-2007-984911

upstream raw materials:

ethyl-3,3,3-trifluoropyruvate

ethylmagnesium chloride

1-propylmagnesium chloride

butyl magnesium bromide

Downstream raw materials:

3,3,3-trifluoro-2-hydroxy-propionic acid

(R)-(+)-3,3,3-Trifluormilchsaeure

(S)-(-)-3,3,3-Trifluormilchsaeure

ethyl-3,3,3-trifluoropyruvate