2-Fluoro-4-nitrobenzaldehyde Chemical Properties

Melting point:

98-100℃

Boiling point:

301.5±27.0 °C(Predicted)

Density 

1.443

storage temp. 

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

form 

powder

color 

Faint yellow

Sensitive 

Air Sensitive

Safety Information

HazardClass 

IRRITANT

HS Code 

2913000090

2-Fluoro-4-nitrobenzaldehyde Usage And Synthesis

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 347, 1996 DOI: 10.1016/0040-4039(95)02169-8

Synthesis

Borane-tetrahydrofuran complex (16.21 mL, 1 M) was slowly added dropwise to a solution of tetrahydrofuran (10 mL) containing 2-fluoro-4-nitrobenzoic acid (1.2 g) at 0 °C. The reaction mixture was maintained at 80°C for 3 hours. Upon completion of the reaction, it was cooled to room temperature and acidified by addition of 1N aqueous hydrochloric acid solution (20 mL), followed by extraction with ethyl acetate. The organic phase was washed sequentially with saturated aqueous sodium bicarbonate, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give (2-fluoro-4-nitrophenyl)methanol (0.91 g, 83% yield) as an oil. The resulting (2-fluoro-4-nitrophenyl)methanol (0.91 g) was mixed with manganese dioxide (1.1 g) in dichloromethane (20 mL) and stirred overnight at room temperature. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 2-fluoro-4-nitrobenzaldehyde (0.27 g, 30% yield) as an oil.

References

[1] Patent: WO2004/14900, 2004, A1. Location in patent: Page 51

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