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393-79-3

393-79-3 Structure

393-79-3 Structure
IdentificationMore
[Name]

2,4-DICHLORO-3-FLUORONITROBENZENE
[CAS]

393-79-3
[Synonyms]

2,4-DICHLORO-3-FLUORONITROBENZENE
2,4-Dichloro-3-fluroronitrobenzene
2,4-Dichloro-3-Fluoro-1-nitrobenzene
1,3-dichloro-2-fluoro-4-nitrobenzene
1,3-dichloro-2-fluoro-4-nitro-benzene
Benzene, 1,3-dichloro-2-fluoro-4-nitro-
[Molecular Formula]

C6H2Cl2FNO2
[MDL Number]

MFCD00042240
[Molecular Weight]

209.99
[MOL File]

393-79-3.mol
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2904990090
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-DICHLORO-3-FLUORONITROBENZENE(393-79-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

1,3-Dichloro-2-fluorobenzene

2268-05-5

2,4-DICHLORO-3-FLUORONITROBENZENE

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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