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2-Cyano-5-fluorobenzaldehyde

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2-Cyano-5-fluorobenzaldehyde Basic information

Product Name:
2-Cyano-5-fluorobenzaldehyde
Synonyms:
  • 2-Cyano-5-fluorobenzaldehyde
  • 4-Fluoro-2-forMylbenzonitrile
  • Benzonitrile, 4-fluoro-2-formyl-
  • 2-Cyano-5-fluorobenzaldehyde ISO 9001:2015 REACH
CAS:
894779-76-1
MF:
C8H4FNO
MW:
149.12
Mol File:
894779-76-1.mol
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2-Cyano-5-fluorobenzaldehyde Chemical Properties

Boiling point:
288.0±25.0 °C(Predicted)
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Light yellow to light brown Solid
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Safety Information

HS Code 
2926907090
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2-Cyano-5-fluorobenzaldehyde Usage And Synthesis

Synthesis

36282-26-5

68-12-2

894779-76-1

To an anhydrous tetrahydrofuran (THF, 20 mL) solution of 2-bromo-4-fluorobenzonitrile (5.0 g, 25.0 mmol) was slowly added isopropylmagnesium chloride (PrMgCl, 2.0 M solution of THF, 15.0 mL, 30.0 mmol) at -30 °C. The reaction temperature was maintained at -30°C with continuous stirring for 3 hours. Subsequently, N,N-dimethylformamide (DMF, 5.80 mL, 75.0 mmol) was added to the reaction system. The reaction mixture was gradually warmed to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was cooled to -10 °C, 2 M hydrochloric acid (37 mL) was slowly added and stirred at this temperature for 20 min. The reaction solution was concentrated in vacuum to 1/3 of the original volume and then extracted with ethyl acetate (EtOAc, 3 times). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give the target product 4-fluoro-2-formylbenzonitrile (3.9 g, 71% yield).

References

[1] Patent: WO2011/68821, 2011, A1. Location in patent: Page/Page column 137

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