4-Bromo-2-fluorophenol Chemical Properties

Boiling point:

79 °C/7 mmHg (lit.)

Density 

1.744 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.566(lit.)

Flash point:

210 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

pka

8.14±0.18(Predicted)

Specific Gravity

1.744

color 

Clear colorless to brown

BRN 

1861281

InChI

InChI=1S/C6H4BrFO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H

InChIKey

RYVOZMPTISNBDB-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(Br)C=C1F

CAS DataBase Reference

2105-94-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-37/39-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29071990

MSDS

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

4-Bromo-2-fluorophenol Usage And Synthesis

Chemical Properties

CLEAR COLORLESS TO BROWNISH LIQUID

Uses

4-Bromo-2-fluorophenol can be used as a starting material for the synthesis of:

• 4-Bromo-2-fluoro-6-iodoanisole via iodination and methylation.
• 2-Phenylpyran-4-ones for active cyclooxygenase-2 inhibitor evaluation.
• 1,4-Disubstituted 3-cyano-2-pyridones.
• Dicationic imidazolium-based compounds.

Synthesis

Example 5: Preparation of methyl 2-[4-(4-bromo-2-fluorophenoxy)phenoxy]propionate (STR29) 1. 2-Fluorophenol (22.4 g, 0.2 mol) was dissolved in dichloromethane (250 mL) under ice bath conditions and cooled to about 3 °C. 2. 2. bromine (31.97 g, 0.2 mol) was added slowly, keeping the reaction temperature at ice bath conditions. 3. the reaction mixture was stirred at ice bath temperature for 2 hours, followed by continued stirring at room temperature for 1 hour. 4. the reaction mixture was quenched by pouring into water (600 mL) containing excess sodium bisulfite. 5. The organic phase was separated and the aqueous phase was washed with additional dichloromethane (200 mL). 6. The organic extracts were combined, washed with saturated sodium bicarbonate solution and subsequently dried over anhydrous magnesium sulfate. 7. The solvent was removed by evaporation to afford the target product 2-fluoro-4-bromophenol as a colorless oil (34.5 g, 90% yield). 8. The structure of the product was confirmed to be as expected by NMR hydrogen spectroscopy (CDCl3).

References

[1] Patent: US4642338, 1987, A
[2] Patent: US4725683, 1988, A
[3] Patent: US4808750, 1989, A
[4] Patent: US4550192, 1985, A
[5] Chemistry - A European Journal, 2017, vol. 23, # 5, p. 1044 - 1047

4-Bromo-2-fluorophenol(2105-94-4)Related Product Information

• 3-Fluorophenol
• 3-Trifluoromethylphenol
• 2-Bromophenol
• 4-Bromo-2-fluorobenzoic acid
• 4-Bromophenol
• 4-Fluorophenol
• 4-Trifluoromethylphenol
• 3-Bromophenol
• 4-BROMO-2-CHLORO-6-FLUOROPHENOL
• 4-BROMO-2-CHLORO-6-FLUOROANISOLE
• 4-Bromo-2-fluoro-6-nitrophenol
• 4-Bromo-2,5-difluoroanisole
• 2-(4'-BROMO-2'-FLUOROPHENOXY)PROPANE
• 4-Bromo-2,6-difluoroanisole
• 4-BROMO-2,6-DIFLUOROPHENOL
• 4-Bromo-2-fluoroanisole
• 2,4-DIBROMO-6-FLUOROPHENOL
• Bromine