4-Bromo-3-(trifluoromethyl)phenol Chemical Properties

Melting point:

44-46°C

Boiling point:

61-63 °C(Press: 3.5-4.0 Torr)

Density 

1.752±0.06 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

8.39±0.18(Predicted)

form 

Solid

color 

Yellow

InChI

InChI=1S/C7H4BrF3O/c8-6-2-1-4(12)3-5(6)7(9,10)11/h1-3,12H

InChIKey

VOWPIDJSINRFPZ-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

320-49-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HazardClass 

8

HS Code 

2908190090

4-Bromo-3-(trifluoromethyl)phenol Usage And Synthesis

Chemical Properties

light yellow crystalline powder

Synthesis

General procedure for the synthesis of 3-trifluoromethyl-4-bromophenol from 3-trifluoromethylphenol: To a solution of 3-trifluoromethylphenol (7.50 mL, 62 mmol) was added dropwise bromine (3.47 mL, 68 mmol) and the reaction mixture was stirred overnight at room temperature. After completion of the reaction, the mixture was poured into water and extracted with dichloromethane. The organic layers were combined and washed sequentially with 4% sodium bicarbonate solution and saturated saline. The solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with hexane/ethyl acetate solvent mixture as mobile phase. Finally, 5.17 g of 3-trifluoromethyl-4-bromophenol was obtained in 30% yield. lRMS: m/z 241 (M-1)+; retention time: 6.18 min (Method B). 1H NMR (400 MHz, CDCl3) δ 7.53 (d, J = 8.6 Hz, 1H), 7.19 (d, J = 2.9 Hz, 1H), 6.87 (dd. J = 8.6, 2.9 Hz, 1H), 5.98 (s, 1H).

References

[1] Patent: WO2011/35900, 2011, A1. Location in patent: Page/Page column 80
[2] Patent: WO2004/35556, 2004, A1. Location in patent: Page 94
[3] Patent: US5183934, 1993, A
[4] Patent: EP423991, 1991, A2

4-Bromo-3-(trifluoromethyl)phenol(320-49-0)Related Product Information

• 4-Bromo-3-(trifluoromethyl)aniline
• 4-BROMO-3-(TRIFLUOROMETHYL)BENZOIC ACID
• 3-Trifluoromethylphenol
• 4-Bromophenol
• Phenol
• 2-Bromo-3-(trifluoromethyl)phenol,5-Bromo-2-Trifluoromethyl-Phenol
• 4-BROMO-2-(TRIFLUOROMETHYL)PHENOL
• 2-BROMO-4-(TRIFLUOROMETHYL)PHENOL
• 3-BROMO-4-(TRIFLUOROMETHYL)PHENOL
• 2-bromo-6-(trifluoromethyl)phenol
• 4-Bromo-3-(trifluoromethyl)phenol
• 1-BROMO-4-(2-METHOXY-ETHOXY)-2-TRIFLUOROMETHYL-BENZENE
• 1-Bromo-4-ethoxy-2-(trifluoromethyl)benzene
• 2-Bromo-5-methoxybenzotrifluoride
• 2-BROMO-5-ISOPROPOXYBENZOTRIFLUORIDE