5-(4-Bromophenyl)furfural Chemical Properties

Melting point:

152-155 °C(lit.)

Boiling point:

371.9±32.0 °C(Predicted)

Density 

1.518±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

color 

Orange to Amber to Dark red

CAS DataBase Reference

20005-42-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29321900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

5-(4-Bromophenyl)furfural Usage And Synthesis

Chemical Properties

brown powder

General Description

5-(4-Bromophenyl)furfural is an aromatic aldehyde. Oxone oxidation of 5-(4-bromophenyl)furfural has been reported to afford γ-keto carboxylic acid.

Synthesis

GENERAL STEPS: 1.00 mmol of p-bromoiodobenzene, 1.30 mmol of 5-formylfuran-2-boronic acid, and 0.05 mmol of bis(triphenylphosphine)palladium(II) dichloride were added to the reaction flask under argon protection. Subsequently, 0.30 mL of dimethoxyethane, 0.50 mL of ethanol, and 0.30 mL of 2M sodium carbonate aqueous solution were added. The reaction mixture was heated to 65 °C and the reaction was stirred for 1 hour or monitored by thin layer chromatography (TLC) until the feedstock completely disappeared. After completion of the reaction, the mixture was concentrated and extracted three times with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (9:1, v/v) as eluent.

References

[1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 929 - 936
[2] European Journal of Medicinal Chemistry, 2018, vol. 150, p. 698 - 718

5-(4-Bromophenyl)furfural(20005-42-9)Related Product Information

• Tetrahydrofuran
• 2-Bromobenzaldehyde
• 4-Bromobenzaldehyde
• 5-Hydroxymethylfurfural
• 3-Furaldehyde
• Nitrofurantoin
• Furfural
• FURFURYL ALCOHOL RESIN
• 3-Bromobenzaldehyde
• Furazolidone
• Carbofuran
• Phenylacetone
• Formaldehyde
• 5-(4-BROMOPHENYL)-2-FUROIC ACID 98
• 5-(4-BROMO-2-CHLOROPHENYL)-2-FURALDEHYDE
• CHEMBRDG-BB 6248865
• 5-(4-Bromophenyl)furfural
• 2-[[[[[5-(4-BROMOPHENYL)-2-FURANYL]CARBONYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID