372-30-5

Basic information

• Product Name: Ethyl 3-hydroxy-4,4,4-trifluorobutyrate
• Synonyms: TIMTEC-BB SBB001552;ETHYL 4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE;ETHYL 3-HYDROXY-4,4,4-TRIFLUOROBUTANOATE;ETHYL 3-HYDROXY-4,4,4-TRIFLUOROBUTYRATE;4,4,4-TRIFLUORO-3-HYDROXYBUTYRIC ACID ETHYL ESTER;Ethyl 3-hydroxy-4,4,4-trifluorobutyrate 97%;Ethyl3-hydroxy-4,4,4-trifluorobutyrate97%;3-Hydroxy-4,4,4-trifluorobutanoic acid ethyl ester
• CAS NO: 372-30-5
• Molecular Formula: C₆H₉F₃O₃
• Molecular Weight: 186.13
• EINECS: 206-750-7
• Mol File: 372-30-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 23°C
• Boiling Point: 90 °C
• Flash Point: 90-91°C/50mm
• Appearance: /
• Density: 1.28 g/cm³
• Vapor Pressure: 10.1mmHg at 25°C
• Refractive Index: 1.374
• Storage Temp.: 2-8°C
• PKA: 11.68±0.20(Predicted)
• BRN: 1708105
• CAS DataBase Reference: Ethyl 3-hydroxy-4,4,4-trifluorobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3-hydroxy-4,4,4-trifluorobutyrate(372-30-5)
• EPA Substance Registry System: Ethyl 3-hydroxy-4,4,4-trifluorobutyrate(372-30-5)

Safety Data

• Hazard Codes: F,Xi
• Statements: 36/37/38
• Safety Statements: 26-36-60-37
• HazardClass: IRRITANT, FLAMMABLE
• Hazardous Substances Data: 372-30-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 4963, 1994 DOI: 10.1016/S0040-4039(00)73293-X

InChI:InChI=1/C6H7F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h2-3H2,1H3

Upstream product

• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 

Downstream Products

• 110-15-6 succinic acid 
• 210352-28-6 3-Benzyloxy-4,4,4-trifluoro-butyric acid ethyl ester 
• 1510836-98-2 {ONO^Me,Cumyl}Al((rac)-OCH(CF₃)CH₂CO₂C₂H₅) 
• 371-26-6 ethyl 4,4,4-trifluorobutanoate 
• 406-94-0 (E)-4,4,4-trifluorobut-2-enoate 
• 25597-16-4 ethyl 4,4,4-trifluorocrotonate 
• 108966-98-9 ethyl 3-p-toluenesulfonyloxy-4,4,4-trifluorobutyrate 
• 25597-16-4 ethyl 4,4,4-trifluorobut-2-enoate 
• 461-18-7 4,4,4-trifluorobutanol 
• 94725-82-3 ethyl 3,4,4,4-tetrafluorobutyrate 
• 344883-34-7 4,4,4-Trifluoro-3-fluorosulfinyloxy-butyric acid ethyl ester 
• 91600-34-9 ethyl (Z)-β-trifluoromethylacrylate 
• 328-58-5 3-(4-bromo-benzenesulfonyloxy)-4,4,4-trifluoro-butyric acid ethyl ester 
• 453-34-9 4,4,4-trifluoro-3-hydroxybutanamide 

Relevant articles and documents

Novel unusual microbial dehalogenation during enantioselective reduction of ethyl 4,4,4-trifluoro acetoacetate with baker's yeast

In the course of investigating microbial syntheses for chiral pharmaceutical intermediates, ethyl 4,4,4-trifluoro acetoacetate (1) was submitted to baker's yeast reduction. With the purpose of obtaining the D-carbinol in high enantiopurity, several additives were tested for L-reductase inhibitor activity. Allyl alcohol proved to be not only a suitable additive, but also an inducer for effective defluorination of the substrate.