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4-Fluoro-2-nitroanisole

Basic information Safety Supplier Related

4-Fluoro-2-nitroanisole Basic information

Product Name:
4-Fluoro-2-nitroanisole
Synonyms:
  • 4-FLUORO-1-METHOXY-2-NITROBENZENE
  • 4-FLUORO-2-NITROANISOLE
  • 4-Fluoro-2-nitro-methoxybenzene
  • 4-Fluoro-2-nitroanisole 98%
  • 4-Fluoro-2-nitroanisole98%
  • 1-Methoxy-2-nitro-4-fluorobenzene
  • 4-Fluoro-2-nitroanis
  • 4-Fluoro-2-nitroanisole>
CAS:
445-83-0
MF:
C7H6FNO3
MW:
171.13
Product Categories:
  • blocks
  • FluoroCompounds
  • NitroCompounds
  • Other fluorin-contained compounds
  • Anisole
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Fluorine Compounds
  • Nitro Compounds
  • Nitro Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
Mol File:
445-83-0.mol
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4-Fluoro-2-nitroanisole Chemical Properties

Melting point:
62-64 °C (lit.)
Boiling point:
272.4±20.0 °C(Predicted)
Density 
1.321±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Toluene
form 
powder to crystal
color 
Light orange to Yellow to Green
CAS DataBase Reference
445-83-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29093090

MSDS

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4-Fluoro-2-nitroanisole Usage And Synthesis

Chemical Properties

Yellow powder

General Description

4-Fluoro-2-nitroanisole is formed during the photolysis of the charge transfer complex of tetranitromethane and 4-fluoroanisole in dichloromethane at -20°C.

Synthesis

394-33-2

74-88-4

445-83-0

General procedure for the synthesis of 2-nitro-4-fluoroanisole from 2-nitro-4-fluorophenol and iodomethane: Acetonitrile (100 mL) solution of iodomethane (127.8 g, 0.9004 mol) was added slowly and dropwise to an acetonitrile (450 mL) solution containing 5-fluoro-2-nitrophenol (94.2 g, 0.600 mol) and potassium carbonate (207 g, 1.50 mol). mL) solution. The reaction mixture was heated to reflux for 15 hours. Upon completion of the reaction, the mixture was cooled to room temperature, filtered to remove insoluble solids, and the filter cake was washed twice with dichloromethane (100 mL). The filtrate and washings were combined and the solvent was evaporated to dryness by rotary evaporator to afford the crude product 2-nitro-4-fluoroanisole (96 g, 0.56 mol, 93% yield), which could be used in subsequent reactions without further purification.

References

[1] Patent: WO2005/26137, 2005, A2. Location in patent: Page/Page column 230-231
[2] Synthetic Communications, 1989, vol. 19, # 1, 2, p. 233 - 238

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