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133720-60-2

133720-60-2 Structure

133720-60-2 Structure
IdentificationBack Directory
[Name]

7-Bromobenzo[b]furan
[CAS]

133720-60-2
[Synonyms]

7-BROMOBENZOFURAN
7-Bromo-1-benzofuran
Benzofuran, 7-bromo-
7-Bromobenzo[b]furan
7-Bromobenzo[b]furan,97%
[Molecular Formula]

C8H5BrO
[MDL Number]

MFCD09056756
[MOL File]

133720-60-2.mol
[Molecular Weight]

197.04
Chemical PropertiesBack Directory
[Boiling point ]

233.8±13.0 °C(Predicted)
[density ]

1.608±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerated.
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Oil
[color ]

Colourless to Light Yellow
[InChI]

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

GPZPQJITKRSVQJ-UHFFFAOYSA-N
[SMILES]

O1C2=C(Br)C=CC=C2C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-26-36/37/39
[TSCA ]

Yes
[HS Code ]

2932190090
Spectrum DetailBack Directory
[Spectrum Detail]

7-Bromobenzo[b]furan(133720-60-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-Bromo-2-(2,2-diethoxyethoxy)benzene

253429-15-1

7-Bromobenzo[b]furan

133720-60-2

1-Bromo-2-(2,2-diethoxyethoxy)benzene (0102-3) (3.33 g, 11.56 mmol, 1.0 eq.) was used as a feedstock and dissolved in dichloroethane (DCE) (60 mL). Subsequently, polyphosphoric acid (PPA) (11.72 g, 34.68 mmol, 3.0 equiv) was added. The air in the round-bottomed flask was displaced three times by nitrogen, and then the reaction was refluxed for 3 h at 83 °C. After completion of the reaction, dichloromethane (100 mL) was added to the reaction mixture and washed with deionized water (100 mL x 3). The organic phase was dried with anhydrous sodium sulfate and subsequently concentrated. Finally, purification by silica gel column chromatography (eluent: 100% petroleum ether) afforded the light yellow solid product 7-bromobenzofuran (1.336 g, yield: 58%).

[References]

[1] Patent: US6353008, 2002, B1. Location in patent: Page column 38
[2] Patent: CN108658908, 2018, A. Location in patent: Paragraph 0160; 0162
[3] Patent: WO2007/117560, 2007, A2. Location in patent: Page/Page column 140-141
[4] Heterocyclic Communications, 2010, vol. 16, # 4-6, p. 249 - 252
[5] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 7, p. 2007 - 2017
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