Basic information Safety Supplier Related

4-Bromo-3-chloroanisole

Basic information Safety Supplier Related

4-Bromo-3-chloroanisole Basic information

Product Name:
4-Bromo-3-chloroanisole
Synonyms:
  • 3-CHLORO-4-BROMOANISOLE
  • 4-BROMO-3-CHLOROANISOLE
  • 4-Bromo-3-chloroanis
  • 1-BROMO-2-CHLORO-4-METHOXYBENZENE
  • 4-Bromo-3-chloroanisole 99%
  • Benzene, 1-bromo-2-chloro-4-methoxy-
  • 3-chloro-4-bromobenzyl ether
CAS:
50638-46-5
MF:
C7H6BrClO
MW:
221.48
EINECS:
209-622-9
Product Categories:
  • Anisole
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Bromine Compounds
  • Chlorine Compounds
  • Benzenes
  • blocks
  • Bromides
  • Aromatic Ethers
Mol File:
50638-46-5.mol
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4-Bromo-3-chloroanisole Chemical Properties

Boiling point:
129-132°C
Density 
1.564±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
liquid
color 
Clear, colourless
CAS DataBase Reference
50638-46-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-51
Hazard Note 
Harmful
HS Code 
2909309090
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4-Bromo-3-chloroanisole Usage And Synthesis

Chemical Properties

Light yellow liquid

Synthesis

2845-89-8

50638-46-5

GENERAL METHOD: To a reaction tube containing N-bromosuccinimide (NBS, 1.5 eq, 0.3 mmol), catalyst (10 mol%, 0.02 mmol) and acetonitrile (CH3CN, 1.0 mL) was added 3-chloroanisole (1a, 0.2 mmol). The reaction mixture was stirred for 12 h at room temperature in a dark environment. Upon completion of the reaction, the reaction was quenched by the addition of saturated sodium thiosulfate (Na2S2O3) aqueous solution (2 mL). The reaction mixture was extracted with ethyl acetate (3.5 mL). The organic phases were combined, washed with brine (10 mL), dried over anhydrous sodium sulfate (Na2SO4), and filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure and the residue was purified by rapid chromatography on a silica gel column using petroleum ether/dichloromethane (5:1, v/v) as eluent to give the target product 4-bromo-3-chloroanisole (2a).

References

[1] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328
[2] Tetrahedron, 2017, vol. 73, # 50, p. 7105 - 7114
[3] Journal of the Serbian Chemical Society, 2011, vol. 76, # 5, p. 685 - 692
[4] Monatshefte fur Chemie, 2013, vol. 144, # 2, p. 179 - 181

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