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1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE

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1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE Basic information

Product Name:
1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE
Synonyms:
  • 1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE
  • 5-BROMO-2-CHLORO-4-FLUOROANISOLE
  • 5-Bromo-2-chloro-4-fluoro-1-methoxybenzene
  • Benzene,1-bromo-4-chloro-2-fluoro-5-methoxy-
  • 1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE ISO 9001:2015 REACH
  • 2-Chloro-4-fluoro-5-bromoanisole
CAS:
146447-18-9
MF:
C7H5BrClFO
MW:
239.47
Mol File:
146447-18-9.mol
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1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE Chemical Properties

Melting point:
72.0 to 76.0 °C
Boiling point:
237.7±35.0 °C(Predicted)
Density 
1.642±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
color 
White to Light yellow
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Safety Information

Hazard Codes 
Xn
HS Code 
2909309090
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1-BROMO-4-CHLORO-2-FLUORO-5-METHOXY-BENZENE Usage And Synthesis

Synthesis

148254-32-4

74-88-4

146447-18-9

1. 5-bromo-2-chloro-4-fluorophenol (1.0 g, 4.4 mmol) was dissolved in N,N-dimethylformamide (DMF, 5 mL) in a dry reaction flask. 2. iodomethane (0.55 mL, 8.8 mmol) and potassium carbonate (1.2 g, 8.9 mmol) were added sequentially. 3. The reaction mixture was stirred at room temperature for 20 hours and the progress of the reaction was monitored by thin layer chromatography (TLC). 4. Upon completion of the reaction, the reaction was quenched by adding water (20 mL) to the reaction mixture. 5. The reaction mixture was extracted with ether (20 mL x 3) and the organic phases were combined. 6. The organic phase was washed with saturated saline (20 mL) and dried over anhydrous magnesium sulfate. 7. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure to obtain the crude product. 8. The crude product was further purified (if required) to give 5-bromo-2-chloro-4-fluoroanisole (0.951 g, 90% yield) as a white solid. 9. 9. The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3): δ3.88 (s, 3H), 7.07 (d, J=5.8 Hz, 1H), 7.19 (d, J=8.0 Hz, 1H) and 19F-NMR (376 MHz, CDCl3): δ-116.1 (s, 1F).

References

[1] Patent: US2016/24110, 2016, A1. Location in patent: Paragraph 0577; 0585
[2] Patent: JP2016/56157, 2016, A. Location in patent: Paragraph 0163
[3] Patent: JP2016/60742, 2016, A. Location in patent: Paragraph 0242; 0244

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