4-(2,2,2-trifluoroethoxy)benzoic acid

4-(2,2,2-trifluoroethoxy)benzoic acid Property

Boiling point:

272.0±40.0 °C(Predicted)

Density 

1.385±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.28±0.10(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2918999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

4-(2,2,2-trifluoroethoxy)benzoic acid Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 4-(2,2,2-trifluoroethoxy)benzoic acid from 4-(2,2,2-trifluoroethoxy)benzaldehyde: 4-(2,2,2-trifluoroethoxy)benzoaldehyde (0.6 g, 2.94 mmol) was dissolved in methanol (5 ml), 50% w/v aqueous potassium hydroxide (1.2 ml) was added, and stirred at 65 °C. Subsequently, 30 wt% aqueous hydrogen peroxide solution (2.4 ml) was added dropwise over a period of 20 minutes. After dropwise addition, the reaction mixture was continued to be heated at 65°C for 10 minutes. After completion of the reaction, it was cooled to room temperature, acidified with 1 M hydrochloric acid and then extracted with ether (3 x 30 ml). The organic phases were combined, washed with brine (20 ml) and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 4-(2,2,2-trifluoroethoxy)benzoic acid (0.59 g, 91% yield) as a light yellow solid, which could be used for subsequent experiments without further purification.

References

[1] Patent: JP5667058, 2015, B2. Location in patent: Paragraph 0481; 0482
[2] Molecular Crystals and Liquid Crystals (1969-1991), 1991, vol. 204, p. 77 - 89