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2,4-DICHLORO-3-FLUORONITROBENZENE

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2,4-DICHLORO-3-FLUORONITROBENZENE Basic information

Product Name:
2,4-DICHLORO-3-FLUORONITROBENZENE
Synonyms:
  • 1,3-dichloro-2-fluoro-4-nitrobenzene
  • 2,4-DICHLORO-3-FLUORONITROBENZENE
  • 2,4-Dichloro-3-Fluoro-1-nitrobenzene
  • 2,4-Dichloro-3-fluroronitrobenzene
  • 1,3-dichloro-2-fluoro-4-nitro-benzene
  • Benzene, 1,3-dichloro-2-fluoro-4-nitro-
CAS:
393-79-3
MF:
C6H2Cl2FNO2
MW:
209.99
Product Categories:
  • 1
Mol File:
393-79-3.mol
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2,4-DICHLORO-3-FLUORONITROBENZENE Chemical Properties

Boiling point:
280°C
Density 
1.622±0.06 g/cm3(Predicted)
storage temp. 
Store at room temperature
form 
liquid
color 
Clear
CAS DataBase Reference
393-79-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2904990090
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2,4-DICHLORO-3-FLUORONITROBENZENE Usage And Synthesis

Synthesis

2268-05-5

393-79-3

General procedure for the synthesis of 2,4-dichloro-3-fluoronitrobenzene from 2,6-dichlorofluorobenzene: 2,6-dichlorofluorobenzene was dissolved in 20% dichloromethane solution, and nitric acid was introduced through a flat streamer at a flow rate of 11.9 mL/min, which corresponds to a flow rate of nitric acid of 0.27 mL/min. At the same time, sulfuric acid was introduced through a flat streamer at a flow rate of 25.2 mL/min. sulfuric acid, corresponding to a flow rate of sulfuric acid of 0.46 mol/min. sulfuric acid and nitric acid complete mixing in the microchannel reactor 1. Next, 2,6-dichlorofluorobenzene was introduced in dichloromethane via a flat streamer at a flow rate of 38.5 mL/min, which corresponds to a flow rate of 0.27 mol/min of 2,6-dichlorofluorobenzene in microchannel reactor 2. At this point, the reaction of 2,6-dichlorofluorobenzene with the mixed acid was initiated, wherein the molar ratio of 2,6-dichlorofluorobenzene to nitric acid was 1:1. The temperature of the reaction was 40° C. The reaction residence time in each of the microchannel reactors was 0.5 mL/min. The reaction residence time in the microchannel reactor was 33 s and the system pressure was maintained at 0.7 MPa. After the reaction was completed, the product was collected from the outlet. After post-treatment, the conversion of 2,6-dichlorofluorobenzene was 100% and the selectivity of 2,4-dichloro-3-fluoronitrobenzene was 94%. The product was washed and dried in a step to give a pure product.

References

[1] Patent: CN104478731, 2016, B. Location in patent: Paragraph 0084-0086
[2] Recueil des Travaux Chimiques des Pays-Bas, 1956, vol. 75, p. 186
[3] Journal of the American Chemical Society, 1959, vol. 81, p. 94,95, 97

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