426-65-3

Basic information

• Product Name: ETHYL PENTAFLUOROPROPIONATE
• Synonyms: 2,2,3,3,3-Pentafluoro-propionic acid ethyl ester;Ethyl 2,2,3,3,3-pentafluoropropanoate;Ethyl pentafluoropentanoate;pentafluoro-propanoicaciethylester;PENTAFLUOROPROPIONIC ACID ETHYL ESTER;RARECHEM AL BI 0480;TIMTEC-BB SBB008810;ETHYL PERFLUOROPROPIONATE
• CAS NO: 426-65-3
• Molecular Formula: C₅H₅F₅O₂
• Molecular Weight: 192.08
• EINECS: 207-043-6
• Product Categories: C2 to C5;Carbonyl Compounds;Esters;Pyridines
• Mol File: 426-65-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 75.5°C
• Boiling Point: 75-76 °C(lit.)
• Flash Point: 35 °F
• Appearance: clear colorless liquid
• Density: 1.299 g/mL at 25 °C(lit.)
• Vapor Pressure: 105mmHg at 25°C
• Refractive Index: n20/D 1.301(lit.)
• Storage Temp.: 2-8°C
• BRN: 1779789
• CAS DataBase Reference: ETHYL PENTAFLUOROPROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL PENTAFLUOROPROPIONATE(426-65-3)
• EPA Substance Registry System: ETHYL PENTAFLUOROPROPIONATE(426-65-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-33-36
• RIDADR: UN 3272 3/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 426-65-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Ethyl pentafluoropropionate has been used:as pentafluoroethyl source in the direct synthesis of pentafluoroethyl copper (CuC2F5)in the synthesis of C-6 substituted fluoroalkenyl 2,4-dimethoxypyrimidine derivative

InChI:InChI=1/C5H5F5O2/c1-2-12-3(11)4(6,7)5(8,9)10/h2H2,1H3

Upstream product

• 428-59-1 Hexafluoropropene oxide 
• 64-17-5 ethanol 
• 74-84-0 ethane 
• 356-42-3 2,2,3,3,3-pentafluoropropanoic anhydride 
• 422-61-7 perfluoropropanoyl fluoride 
• 77-78-1 dimethyl sulfate 
• 578739-23-8 allyl-3,4,6-tri-O-acetyl-2-O-pentafluoropropionyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 379-09-9 ethyl pentafluoropropanethioate 
• 662-97-5 Perfluorpropyl-chlorsulfat 
• 422-64-0 pentafluoropropionic acid 
• 788-67-0 1,1,1,3,4,4,5,5,5-nonafluoro-2-trifluoromethyl-2,3-epoxypentane 
• 122-52-1 triethyl phosphite 

Downstream Products

• 58914-00-4 5-ethoxy-2,2-dimethyl-5-pentafluoroethyl-4-phenyl-2,5-dihydro-oxazole 
• 96102-10-2 3,3,4,4,4-Pentafluoro-1-(triphenyl-λ⁵-phosphanylidene)-butan-2-one 
• 236121-25-8 ((E)-2-Ethoxy-3,3,4,4,4-pentafluoro-but-1-enylsulfanyl)-benzene 
• 80180-01-4 2,2,3,3,3-pentafluoro-1-(4-fluorophenyl)propan-1-one 
• 345-40-4 2,2,3,3,3-Pentafluoro-1-phenyl-propan-1-ol 
• 394-52-5 pentafluoroethyl phenyl ketone 
• 20825-07-4 1,1,1,5,5,6,6,6-octafluorohexane-2,4-dione 
• 77063-22-0 1,1,1,2,2-pentafluoro-4-phenyl-4-pentyn-2-one 
• 167010-83-5 (R_S)-(Z)-3,3-difluoro-1-<(4-methylphenyl)sulphinyl>-2-methoxy-4,4,4-trifluorobutene 
• 167010-82-4 (2S,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane 
• 663-35-4 ethylpentafluoropropionylacetate 

Relevant articles and documents

Pentafluoropropionyl and trifluoroacetyl groups for temporary hydroxyl group protection in oligomannoside synthesis

Pentafluoropropionyl (PFP) and trifluoroacetyl (TFA) esters were demonstrated to be useful in facile oligosaccharide synthesis. These were well compatible with glycosylation conditions and removable by treatment with pyridine-EtOH, with complete preservation of acetyl groups. Analytically pure products were obtained quantitatively, simply by evaporating the reaction mixtures. Using O-PFP and O-TFA carrying glycosyl halides, trisaccharide (Manα1→2Manα1→2Man) and tetrasaccharide (Glcα1→3Manα1→2Manα1→2Man) portions of monoglucosylated high-mannose type dodecasaccharide (Glc1Man9GlcNAc2), a putative ligand for the ER chaperon, calnexin and calreticulin, were synthesized.

High-yield, radical-initiated oxidative functionalization of ethane by perfluorocarboxylic acid anhydrides. Role of metal ions in catalytic alkane oxidations in the presence of perfluorocarboxylic acid anhydrides

Hydrogen peroxide and a trace of either ethene or propene initiated the conversion of ethane to propionic acid and its mixed anhydride (CH3CH2CO2H + CH3CH2COOCOCF3) and trifluoromethyl ethyl ketone, CH3CH2COCF3, by trifluoroacetic anhydride at 80 °C. For a fixed amount of H2O2, the amount of products formed increased with increasing amount of trifluoroacetic anhydride employed and was always higher than the amount of H2O2 added. These products were also obtained when H2O2 was replaced by other radical initiators: m-chloroperbenzoic acid, azobisisobutyronitrile, and PbEt4. With PbEt4, ethene or propene was not required for product formation and close to 500 equiv of products was formed for every equivalent of PbEt4 employed! Longer chain perfluorocarboxylic acid anhydrides reacted analogously; however, as the R(f) group increased in length, a corresponding increase in mixed anhydride to ketone selectivity was observed. Methane gave very little product under the reaction conditions whereas propane underwent simple stoichiometric oxidation to 2-propanol and acetone by H2O2. The addition of (CF3CO2)2Pd to the ethane reaction resulted in simple oxidation to ethanol and acetaldehyde in amounts lower than that corresponding to the H2O2 present. In complete contrast to the ethane reaction, the yield of products from methane increased significantly (although less than the H2O2 added) upon the addition of (CF3CO2)2Pd, with methanol being the principal product.

ETHYL PENTAFLUOROPROPANETHIOATE: A USEFUL PENTAFLUOROPROPIONYLATING AGENT FOR AMINES AND ALCOHOLS

Ethyl pentafluoropropanethioate, prepared by treating ethanethiol with hexafluoro-1,2-epoxypropane in the presence of triethylamine, was found to be a convenient pentafluoropropionylating agent for amines and alcohols.