3,4-Dibromoanisole Chemical Properties

Boiling point:

127℃

Density 

1.823±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

104.9±20.3℃

storage temp. 

2-8°C

Appearance

Colorless to light yellow Liquid

Safety Information

HS Code 

2909309090

3,4-Dibromoanisole Usage And Synthesis

Synthesis

GENERAL METHODS: N-bromosuccinimide (NBS, 1.5 eq., 0.3 mmol), catalyst (10 mol%, 0.02 mmol) and acetonitrile (CH3CN, 1.0 mL) were sequentially added to the reaction tube, followed by m-bromoanisole (0.2 mmol). The reaction mixture was stirred at room temperature for 12 hours away from light. 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 saturated saline (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 with the eluent of petroleum ether/dichloromethane (5:1, v/v) to afford the target product 3,4-dibromoanisole.

References

[1] Tetrahedron, 2017, vol. 73, # 50, p. 7105 - 7114
[2] Bulletin de la Societe Chimique de France, 1981, vol. 1, # 1-2, p. 42 - 48
[3] Synthetic Communications, 2000, vol. 30, # 12, p. 2091 - 2098

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