5-nitrobenzofuran Chemical Properties

Melting point:

114-115 °C

Boiling point:

273.1±13.0 °C(Predicted)

Density 

1.380±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly)

form 

Solid

Appearance

Off-white to light yellow Solid

Safety Information

HS Code 

2932209090

5-nitrobenzofuran Usage And Synthesis

Uses

5-Nitro-1-benzofuran is a chemical reagent used in the synthesis of internal alkynes. Also used in the preparation of anti-oxidants quinolines.

Synthesis

Step 1c. Synthesis of 5-nitrobenzofuran (Compound 104): a mixture of (2-fluoro-5-nitrophenyl)ethynyltrimethylsilane (Compound 103, 7.30 g, 30.8 mmol), sodium acetate (10.1 g, 123 mmol), and N,N-dimethylformamide (70 mL) was stirred and reacted for 16 hours at 100 °C. After completion of the reaction, the precipitate was collected by filtration and washed with N,N-dimethylformamide. The filtrates were combined and the solvent was removed by evaporation to give the crude product. The crude product was purified by short silica gel column chromatography (eluent: ethyl acetate/petroleum ether=1/10) to afford the title compound 104 as a brown solid (3.0 g, 60% yield).

References

[1] Patent: US2009/76044, 2009, A1. Location in patent: Page/Page column 25

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