Ethyl Trifluoropyruvate

Base Information

• Chemical Name: Ethyl Trifluoropyruvate
• CAS No.: 13081-18-0
• Molecular Formula: C5H5F3O3
• Molecular Weight: 170.088
• Hs Code.: 29183000
• European Community (EC) Number: 603-440-7
• DSSTox Substance ID: DTXSID50371934
• Nikkaji Number: J856.684D
• Wikidata: Q72477578
• Mol file: 13081-18-0.mol

Synonyms:ethyl trifluoropyruvate

Chemical Property of Ethyl Trifluoropyruvate

Chemical Property:

• Appearance/Colour: Yellow to pale yellow clear liquid
• Vapor Pressure: 208mmHg at 25°C
• Refractive Index: n20/D 1.341(lit.)
• Boiling Point: 88.1 °C at 760 mmHg
• Flash Point: 8.1 °C
• PSA: 43.37000
• Density: 1.328 g/cm³
• LogP: 0.68090
• Storage Temp.: Refrigerator
• Solubility.: Miscible with dichloromethane.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 170.01907850
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

98.0%min ^*data from raw suppliers

TrifluoropyruvicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,C,Xi
• Hazard Codes: Xn,C,Xi
• Statements: 10-22-36/37/38
• Safety Statements: 26-37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C(F)(F)F
• Uses: Ethyl Trifluoropyruvate is used as a reagent in the preparation of potential biologically active compounds such as in the highly enantioselective organocatalytic hydroxyalkylation of indoles . Ethyl trifluoropyruvate acts as a building block in synthetic chemistry for the synthesis of fluorine containing compounds. It is also used as a reagent for the preparation of potential biologically active compounds like highly enantioselective organocatalytic hydroxyalkylation of indoles. Ethyl 3,3,3-trifluoropyruvate may be used in the preparation of N-heteroaryl(trifluoromethyl)hydroxyalkanoic acid esters.

Technology Process of Ethyl Trifluoropyruvate

There total 8 articles about Ethyl Trifluoropyruvate 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: 83.0%

2-fluoro-2-ethoxy-trifluoropropionic acid ethyl ester (10186-66-0) → 1-fluoroethane (353-36-6) + ethyl-3,3,3-trifluoropyruvate (13081-18-0)

Guidance literature:

antimony pentafluoride; In neat (no solvent);

DOI:10.1021/jo00195a025

Reference yield: 83.0%

2-fluoro-2-ethoxy-trifluoropropionic acid ethyl ester (10186-66-0) → ethyl-3,3,3-trifluoropyruvate (13081-18-0)

Guidance literature:

With SbF₅;

Reference yield: 69.0%

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

Guidance literature:

With sodium hypochlorite pentahydrate; In acetonitrile; at 20 ℃; for 0.5h; Reagent/catalyst; Solvent;

upstream raw materials:

ethanol

α,α-dihydroxytrifluoropropionic acid

2-fluoro-2-ethoxy-trifluoropropionic acid ethyl ester

Hexafluoropropene oxide

Downstream raw materials:

3,3,3-Trifluoro-N,N-dimethyl-2-oxo-propionamide

ethyl 2-(((benzyloxy)carbonyl)amino)-3,3,3-trifluoro-2-hydroxypropanoate

diethyl 5,10-dioxo-2,2,7,7-tetraphenoxy-4,9-bis(trifluoromethyl)-3,8-dioxa-1,6-diaza-2λ⁵,7λ⁵-diphosphatricyclo<5.3.0.0^2,6>decane-4,9-dicarboxylate

3,6-Bis(ethoxycarbonyl)-1,1-dimethoxy-4-phenyl-3,6-bis(trifluoromethyl)-2,7-dioxa-1-phosphabicyclo<3.2.0>hept-4-ene