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2,3-DIFLUORO-6-NITROANISOLE

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2,3-DIFLUORO-6-NITROANISOLE Basic information

Product Name:
2,3-DIFLUORO-6-NITROANISOLE
Synonyms:
  • Benzene,1,2-difluoro-3-Methoxy-4-nitro-
CAS:
66684-60-4
MF:
C7H5F2NO3
MW:
189.12
Mol File:
66684-60-4.mol
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2,3-DIFLUORO-6-NITROANISOLE Chemical Properties

Boiling point:
78-79/20mm
Density 
1.414±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Appearance
Light brown to brown Liquid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
Hazard Note 
Irritant
HS Code 
2909309090
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2,3-DIFLUORO-6-NITROANISOLE Usage And Synthesis

Uses

1,2-Difluoro-3-methoxy-4-nitrobenzene

Synthesis

82419-26-9

74-88-4

66684-60-4

General procedure for the synthesis of 2,3-difluoro-6-nitroanisole from 2,3-difluoro-6-nitrophenol and iodomethane: Intermediate B92: 3-fluoro-4-[4-(1-methylethyl)-1-piperazinyl]-2-(methoxy)aniline. Step A/Intermediate B93: 1,2-difluoro-3-(methoxy)-4-nitrobenzene. To a solution of 2,3-difluoro-6-nitrophenol (15.01 g, 85.8 mmol) in anhydrous dimethylformamide (120 mL) was sequentially added potassium carbonate (16.6 g, 120 mmol) and iodomethane (6.63 mL, 107 mmol). The reaction mixture was stirred at room temperature overnight. On the following day, the reaction mixture was poured into water and extracted twice with ether. The organic layers were combined, washed twice with 5% lithium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 1,2-difluoro-3-(methoxy)-4-nitrobenzene as a yellow oil (14.7 g, 91% yield). 1H NMR (400 MHz, CDCl3) δ ppm: 4.13 (s, 3H), 7.00 (td, J = 9.07, 7.15 Hz, 1H), 7.67 (ddd, J = 9.35, 5.32, 2.20 Hz, 1H).

References

[1] Patent: WO2009/20990, 2009, A1. Location in patent: Page/Page column 126
[2] Patent: US4997943, 1991, A

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