382-43-4

Basic information

• Product Name: 3-HYDROXY-2-TRIFLUOROMETHYLPROPIONIC ACID
• Synonyms: 3,3,3-trifluoro-2-(hydroxymethyl)propanoic acid;propanoic acid, 3,3,3-trifluoro-2-(hydroxymethyl)-;3-Hydroxy-2-(trifluoromethyl)propanoic acid;2-(Hydroxymethyl)-3,3,3-trifluoropropanoic acid, 3-Hydroxy-2-(trifluoromethyl)propionic acid;3-HYDROXY-2-TRIFLUOROMETHYLPROPIONIC ACID;2-(TRIFLUOROMETHYL)-3-HYDROXYPROPIONIC ACID;3-Hydroxy-2-(trifluoromethyl)propionic acid 97%;3-Hydroxy-2-(trifluoromethyl)propionicacid97%
• CAS NO: 382-43-4
• Molecular Formula: C₄H₅F₃O₃
• Molecular Weight: 158.08
• Mol File: 382-43-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 97 °C
• Flash Point: 119.1±27.3℃
• Appearance: /
• Density: 1.527±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000739mmHg at 25°C
• Refractive Index: 1.382
• PKA: 2.84±0.11(Predicted)
• CAS DataBase Reference: 3-HYDROXY-2-TRIFLUOROMETHYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-2-TRIFLUOROMETHYLPROPIONIC ACID(382-43-4)
• EPA Substance Registry System: 3-HYDROXY-2-TRIFLUOROMETHYLPROPIONIC ACID(382-43-4)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-36-22
• Safety Statements: 26-28-36/37/39
• RIDADR: 3265
• HazardClass: CORROSIVE
• Hazardous Substances Data: 382-43-4(Hazardous Substances Data)

Usage

General Description

3-Hydroxy-2-trifluoromethylpropionic acid is a compound with the chemical formula C4H5F3O3. It is a derivative of propionic acid, containing a hydroxyl group and a trifluoromethyl group. This chemical is commonly used as a building block in the synthesis of pharmaceuticals and other organic compounds. Its trifluoromethyl group provides unique reactivity and properties that make it useful in a variety of chemical reactions. 3-Hydroxy-2-trifluoromethylpropionic acid is also used as a chiral auxiliary in asymmetric synthesis, where it plays a key role in controlling the stereochemistry of the final compound. Overall, this chemical has versatile applications in both industrial and research settings.

InChI:InChI=1/C4H5F3O3/c5-4(6,7)2(1-8)3(9)10/h2,8H,1H2,(H,9,10)

Upstream product

• 432-15-5 β,β,β-trifluoro-β'-hydroxy-isobutyric acid amide 
• 382-41-2 β'-chloro-β,β,β-trifluoro-isobutyric acid amide 
• 381-98-6 trifluoromethyacrylic acid 
• 381-84-0 2-(trifluoromethyl)acrylonitrile 

Downstream Products

• 381-98-6 trifluoromethyacrylic acid 
• 359-88-6 β,β,β-trifluoro-β'-methoxy-isobutyric acid methyl ester 

Relevant articles and documents

Preparation of Trifluoromethylated Compounds by Anodic Oxidation of 3-Hydroxy-2-trifluoromethylpropionic Acid

Electrochemical Oxidation of 3-hydroxy-2-trifluoromethylpropionic acid (1) produced 2,3-bis(trifluoromethyl)-1,4-butanediol in quantitative yield.Furthermore, 2-trifluromethylated alcohols were obtained by the crossed Kolbe reaction of 1 with carboxylic acids or dicarboxylic acid mono esters.

Preparation of (R)- and (S)-3-Hydroxy-2-(trifluoromethyl)propionic Acid by Resolution with (R,R)- and (S,S)-2-Amino-1-phenylpropane-1,3-diol

Racemic 2-trifluoromethyl-3-hydroxypropionic acid (rac-1) is prepared on a 50 g scale from 3,3,3-trifluoropropene in four steps, the overall yield being 40percent.A procedure for the resolution of rac-1 with 2-amino-1-phenylpropane-1,3-diol is described (25 g scale).The acids (R)-1 and (S)-1 are isolated, their enantiomer purities determined by GC analysis of the corresponding methyl esters on a chiral column and their chirality senses assigned from an X-ray crystal structure of the salt formed with phenylethylamine.The non-fluorinated analog of 1 is frequently employed as a chiral synthetic building block ("Roche acid").