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54008-77-4

54008-77-4 Structure

54008-77-4 Structure
IdentificationBack Directory
[Name]

2-BROMO-1-BENZOFURAN
[CAS]

54008-77-4
[Synonyms]

2-BROMOBENZOFURAN
2-Bromobenzo[b]furan
Benzofuran, 2-broMo-
2-BROMO-1-BENZOFURAN
2-Bromo-1-benzofurane
2-Bromobenzo[b]furan 90%
2-Bromo-1-benzofuran, 90+%
2-Bromo-1-benzofuran:2-bromobenzofuran
[Molecular Formula]

C8H5BrO
[MDL Number]

MFCD02681987
[MOL File]

54008-77-4.mol
[Molecular Weight]

197.03
Chemical PropertiesBack Directory
[Melting point ]

247-247.5 °C
[Boiling point ]

234℃
[density ]

1.608
[Fp ]

95℃
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[Appearance]

Colorless to light yellow Liquid
[InChI]

InChI=1S/C8H5BrO/c9-8-5-6-3-1-2-4-7(6)10-8/h1-5H
[InChIKey]

RNEOFIVNTNLSEH-UHFFFAOYSA-N
[SMILES]

O1C2=CC=CC=C2C=C1Br
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2932990090
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-1-BENZOFURAN(54008-77-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

Phenol, 2-(2,2-dibromoethenyl)-

91703-34-3

2-BROMO-1-BENZOFURAN

54008-77-4

2-(2,2-dibromovinyl)phenol (2.8 g, 10 mmol) was dissolved in tetrahydrofuran (30 mL) under nitrogen protection. Subsequently, cuprous iodide (I) (0.1 g, 0.5 mmol) and potassium phosphate (4.2 g, 20 mmol) were added. The reaction mixture was stirred at 80°C for 12 hours. After completion of the reaction, the mixture was poured into water (200 mL) and extracted with ethyl acetate (200 mL). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by column chromatography (silica gel, eluent ethyl acetate/petroleum ether=1:20) to afford the target product 2-bromobenzofuran (1.8 g, 92% yield).

[References]

[1] Tetrahedron, 2011, vol. 67, # 33, p. 5913 - 5919
[2] Chemical Communications, 2011, vol. 47, # 37, p. 10476 - 10478
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 24, p. 4095 - 4101
[4] Organic and Biomolecular Chemistry, 2012, vol. 10, # 21, p. 4172 - 4178
[5] Chemistry - A European Journal, 2015, vol. 21, # 4, p. 1482 - 1487
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