m-(Trifluoromethyl)phenylacetic acid Chemical Properties

Melting point:

76-79 °C(lit.)

Boiling point:

238C/775Torr

Density 

1.357±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

4.14±0.10(Predicted)

color 

White to Almost white

BRN 

2213223

InChI

InChI=1S/C9H7F3O2/c10-9(11,12)7-3-1-2-6(4-7)5-8(13)14/h1-4H,5H2,(H,13,14)

InChIKey

BLXXCCIBGGBDHI-UHFFFAOYSA-N

SMILES

C1(CC(O)=O)=CC=CC(C(F)(F)F)=C1

CAS DataBase Reference

351-35-9(CAS DataBase Reference)

EPA Substance Registry System

Benzeneacetic acid, 3-(trifluoromethyl)- (351-35-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

m-(Trifluoromethyl)phenylacetic acid Usage And Synthesis

Chemical Properties

white to pale yellow crystalline powder

Uses

m-(Trifluoromethyl)phenylacetic acid is used as a reactant in a mechanistic study on ligand-accelerated C-H activation reactions.

Synthesis

General procedure for the synthesis of [3-(trifluoromethyl)phenyl]acetic acid from [3-(trifluoromethyl)phenyl]acetonitrile: [3-(trifluoromethyl)phenyl]acetonitrile (5.4 g, 0.03 mol) was mixed with an aqueous solution of sodium hydroxide (6 g, 0.15 mol) and heated to reflux overnight. Upon completion of the reaction, it was cooled to room temperature and the pH of the reaction solution was adjusted with dilute hydrochloric acid to 2. Subsequently, the precipitate precipitated was collected by filtration, washed with water and dried to afford [3-(trifluoromethyl)phenyl]acetic acid as a white solid (5.2 g, 87% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 7.6 (m, 4H, aromatic hydrogen), 3.7 (s, 2H, CH2).

References

[1] Patent: WO2008/104524, 2008, A1. Location in patent: Page/Page column 49
[2] Journal of medicinal chemistry, 1968, vol. 11, # 6, p. 1258 - 1262
[3] Arzneimittel Forschung, 1965, vol. 15, p. 1251 - 1253
[4] Journal of the American Chemical Society, 1977, vol. 99, # 9, p. 3059 - 3067
[5] Journal of the American Chemical Society, 1982, vol. 104, # 7, p. 1937 - 1951

m-(Trifluoromethyl)phenylacetic acid(351-35-9)Related Product Information

• 2-Methylbenzotrifluoride
• 2-(Trifluoromethyl)benzoic acid
• Glycine
• Folic acid
• 3-(Trifluoromethyl)benzaldehyde
• Ethyl 2-(Chlorosulfonyl)acetate
• Trifluoromethanesulfonic acid
• 2-Aminobenzotrifluoride
• 3-Trifluoromethylphenol
• 3-Trifluoromethylbenzylcyanide
• 3-(TRIFLUOROMETHYL)PHENETHYLAMINE
• 3-(Trifluoromethyl)cinnamic acid
• 3'-(Trifluoromethyl)acetophenone
• Phenylacetic acid
• 4-Fluoro-2-(trifluoromethyl)phenylacetic acid 98%
• 3-Fluoro-5-(trifluoroMethyl)phenylacetic acid
• 2-(Trifluoromethyl)phenylacetic acid, 97+%,2-(Trifluoromethyl)phenylacetic acid 98%
• (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid