4-Bromo-2-fluoroanisole Chemical Properties

Melting point:

16 °C

Boiling point:

84 °C/7 mmHg (lit.)

Density 

1.59 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.545(lit.)

Flash point:

209 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

1.590

Water Solubility 

insoluble

BRN 

3240714

InChI

InChI=1S/C7H6BrFO/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

InChIKey

DWNXGZBXFDNKOR-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

2357-52-0(CAS DataBase Reference)

NIST Chemistry Reference

4-Bromo-2-fluoroanisole(2357-52-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

• Language:English Provider:4-Bromo-2-fluoroanisole
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Bromo-2-fluoroanisole Usage And Synthesis

Chemical Properties

CLEAR VERY SLIGHTLY YELLOW LIQUID

Uses

4-Bromo-2-fluoroanisole has been used in the synthesis of:

• 1,4-bis[(3′-fluoro-4′-n alkoxyphenyl)ethynyl]benzenes with n=1-12
• 7-fluoro-6-methoxy-1-methyl-2-naphthaldehyde
• 5,7-difluoro-6-methoxy-1-methyl-2-naphthaldehyde
• liquid crystals with terminal difluoromethoxy group and backbone of phenylbicyclohexane

General Description

The IR and FT-IR spectra of 4-bromo-2-fluoroanisole have been investigated.

Synthesis

(a) Synthesis of 2-fluoro-4-bromoanisole: Add 128 g (1.016 mol) of 2-fluoroanisole and 250 ml of chloroform to the reaction vessel. Under stirring conditions at room temperature, 177 g (1.106 mol) of bromine was slowly added dropwise for not less than 3 hours. Upon completion of the reaction, the reaction mixture was poured into dilute aqueous sodium hydroxide solution to separate the chloroform layer. The chloroform layer was subsequently washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. The solvent was removed by distillation and the residue was distilled under reduced pressure to give 2-fluoro-4-bromoanisole. The yield was 192 g (yield: 92.3%) and the boiling point was 107°-116°C (25-31 mmHg).

References

[1] Journal of Organic Chemistry, 2018, vol. 83, # 2, p. 930 - 938
[2] Patent: US5098602, 1992, A
[3] Helvetica Chimica Acta, 1984, vol. 67, p. 1572 - 1579
[4] Patent: US5397504, 1995, A
[5] Patent: US4997942, 1991, A

4-Bromo-2-fluoroanisole (2357-52-0)Related Product Information

• 2-Bromofluorobenzene
• 4-Bromofluorobenzene
• 4-Fluoroanisole
• 2-Bromobenzonitrile
• 4-Fluorobenzaldehyde
• 4-Bromo-2-fluorobenzoic acid
• Florfenicol
• 3-Bromoanisole
• 4-Bromoanisole
• 2-Bromoanisole
• 3-Bromofluorobenzene
• 3-(Trifluoromethoxy)bromobenzene
• Anisole
• Transfluthrin
• Erucamide
• 1,3-Dibromobenzene
• 4-Bromo-2,6-dimethylaniline
• 4-Bromo-2-chlorobenzonitrile