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ChemicalBook--->CAS DataBase List--->62415-74-1

62415-74-1

62415-74-1 Structure

62415-74-1 Structure
IdentificationBack Directory
[Name]

3,4-Dibromoanisole
[CAS]

62415-74-1
[Synonyms]

4-Dibromoanisole
3,4-Dibromoanisol
1,2-Dibromo-4-methoxybenzene
Benzene, 1,2-dibromo-4-methoxy-
3,4-Dibromoanisole 94%, remainder predominantly isomer
[Molecular Formula]

C7H6Br2O
[MDL Number]

MFCD00070786
[MOL File]

62415-74-1.mol
[Molecular Weight]

265.93
Chemical PropertiesBack Directory
[Boiling point ]

127℃
[density ]

1.823±0.06 g/cm3 (20 ºC 760 Torr)
[Fp ]

104.9±20.3℃
[storage temp. ]

2-8°C
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[HS Code ]

2909309090
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-Dibromoanisole(62415-74-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Bromoanisole

2398-37-0

3,4-Dibromoanisole

62415-74-1

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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