3-BROMO-1-BENZOFURAN Chemical Properties

Melting point:

35 °C

Boiling point:

110

Density 

1.608±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

solid

color 

Yellow

InChI

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

InChIKey

ICJNAOJPUTYWNV-UHFFFAOYSA-N

SMILES

O1C2=CC=CC=C2C(Br)=C1

Safety Information

Risk Statements 

36-36/37/38-22

Safety Statements 

26-36/37/39-22

RIDADR 

UN2811

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

29321900

3-BROMO-1-BENZOFURAN Usage And Synthesis

Application

3-Bromo-1-benzofuran can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.

Chemical Properties

White solid

Synthesis

The general procedure for the synthesis of 3-bromo-1-benzofuran from the compound (CAS: 109210-15-3) was as follows: first, potassium hydroxide pellets (9.3 g, 165 mmol) were dissolved in ethanol (40 mL) and the solution was cooled to 0 °C. Subsequently, 2,3-dibromo-2,3-dihydrobenzo[b]furan (23.0 g, 82.7 mmol) was dissolved in pre-cooled ethanol (90 mL) and the solution was added dropwise to the ethanol solution of potassium hydroxide at a constant temperature of 0 °C. After the dropwise addition, the reaction mixture was heated to reflux for 2 hours. After completion of the reaction, the mixture was concentrated under vacuum and then diluted by adding water (100 mL). The aqueous layer was extracted with ethyl acetate (3 × 100 mL). All organic phases were combined and washed with brine (100 mL), followed by drying with anhydrous magnesium sulfate and final concentration to give 14.7 g (90% yield) of the target product 3-bromo-1-benzofuran as an oil.

References

[1] Patent: US2006/287386, 2006, A1. Location in patent: Page/Page column 17
[2] Chemistry - A European Journal, 2015, vol. 21, # 7, p. 3115 - 3128

3-BROMO-1-BENZOFURAN(59214-70-9)Related Product Information

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• BENZOFURAN, 3-BROMO-2-METHYL-
• 2-(1-benzofuran-2-ylcarbonyl)-5-bromo-1-benzofuran
• 2-bromo-N-[1-(5-bromo-1-benzofuran-2-yl)ethyl]-4-methylaniline
• 2-amino-2-(5-bromo-1-benzofuran-2-yl)propanenitrile
• 2-{[1-(5-bromo-1-benzofuran-2-yl)ethyl]amino}butan-1-ol
• 2-(2-{[1-(5-bromo-1-benzofuran-2-yl)ethyl]amino}ethoxy)ethan-1-ol
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