85571-85-3

Basic information

• Product Name: ETHYL (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE
• Synonyms: BUTANOIC ACID, 4,4,4-TRIFLUORO-3-HYDROXY-,ETHYL ESTER, (R);ETHYL 3-(R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE;ETHYL (R)-(+)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE;ETHYL (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE;(R)-4,4,4-Trifluoro-3-hydroxybutyric acid ethyl ester
• CAS NO: 85571-85-3
• Molecular Formula: C₆H₉F₃O₃
• Molecular Weight: 186.13
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;Chiral Building Blocks;Esters;Organic Building Blocks
• Mol File: 85571-85-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 88-90 °C21 mm Hg(lit.)
• Flash Point: 186 °F
• Appearance: colorless,clear liquid
• Density: 1.259 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0496mmHg at 25°C
• Refractive Index: n20/D 1.375(lit.)
• CAS DataBase Reference: ETHYL (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE(85571-85-3)
• EPA Substance Registry System: ETHYL (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRATE(85571-85-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 85571-85-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H9F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h4,10H,2-3H2,1H3/t4-/m1/s1

Upstream product

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

Downstream Products

• 433-25-0 (R)-4,4,4-trifluorobutane-1,3-diol 
• 108211-36-5 (R)-4,4,4-trifluoro-3-hydroxybutanoic acid 
• 139657-79-7 (2R,3R)-4,4,4-Trifluor-3-hydroxy-2-phenylbuttersaeure-ethylester 

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.