3847-58-3 | 3-CHLORO-2,4-DIFLUORONITROBENZENE

CAS:3847-58-3 | 3-CHLORO-2,4-DIFLUORONITROBENZENE,Description

3-Chloro-2,4-difluoronitrobenzene is a biochemical reagent that can be used as a biological material or organic compound for life science related research. It has the molecular formula C6H2ClF2NO2.

Synthesis Analysis

The synthesis of 3-Chloro-2,4-difluoronitrobenzene can be achieved by heating a polychloronitrobenzene or chloronitrobenzene containing a chlorine atom in the para position with respect to the nitro group with an alkali metal fluoride in the presence of sulpholane. This method is applicable where a chlorine substituent is in the para position with respect to the nitro group and, in addition, even where other unaffected substituents, e.g. chlorine, are present in the meta position.

Molecular Structure Analysis

The molecular structure of 3-Chloro-2,4-difluoronitrobenzene can be viewed using Java or Javascript. The gas-phase copyrolysis of tetrafluoroethylene with buta-1,3-diene in a flow reactor at 495–505 °C produces 3,3,4,4-tetrafluorocyclohex-1-ene, which selectively converted to 1,2-difluorobenzene or 1-chloro-2,3-difluorobenzene.

Chemical Reactions Analysis

A nucleophilic aromatic substitution reaction is a reaction in which one of the substituents in an aromatic ring is replaced by a nucleophile. The gas-phase copyrolysis of tetrafluoroethylene with buta-1,3-diene in a flow reactor at 495–505 °C produces 3,3,4,4-tetrafluorocyclohex-1-ene, which selectively converted to 1,2-difluorobenzene or 1-chloro-2,3-difluorobenzene.

Physical And Chemical Properties Analysis

3-Chloro-2,4-difluoronitrobenzene has a melting point of 41-43°C and a predicted boiling point of 243.0±35.0 °C. It has a predicted density of 1.591±0.06 g/cm3. It is soluble in Methanol.

Scientific Research Applications

1. Synthesis of Fluorinated Halonitrobenzenes and Halonitrophenols

• Summary of Application: “3-Chloro-2,4-difluoronitrobenzene” is used as an intermediate in the synthesis of fluorinated halonitrobenzenes and halonitrophenols.
• Methods of Application: The gas-phase copyrolysis of tetrafluoroethylene with buta-1,3-diene in a flow reactor at 495–505 °C produces 3,3,4,4-tetrafluorocyclohex-1-ene, which selectively converted to 1,2-difluorobenzene or 1-chloro-2,3-difluorobenzene. The latter can be converted to 2-chloro-3,4-difluoronitrobenzene, 2,3,4-trifluoronitrobenzene, 2,3-difluoro-6-nitrophenol, or 2-chloro-3-fluoro-4-nitrophenol via nitration, fluorodechlorination, and hydrolysis reactions.
• Results or Outcomes: The synthesis process results in the production of various fluorinated halonitrobenzenes and halonitrophenols.

2. Homogeneous Nitration Reaction in Continuous-Flow Microreactor

• Summary of Application: “2,4-Difluoronitrobenzene” is used in a homogeneous nitration reaction process in capillary T-microreactors.
• Methods of Application: The homogeneous nitration reaction process in capillary T-microreactors is greatly influenced by the limitations of mixing. Therefore, to improve the mixing effectiveness, the intensification of liquid mixing in the heart mixer plate reactor was investigated.
• Results or Outcomes: Compared with the capillary T-microreactor, the mixing effectiveness in the heart mixer plate reactor is improved by three orders of magnitude, resulting in a conversion rate of 98.5% and a reduction in residence time by two orders of magnitude compared to batch reactors.

Safety And Hazards

3-Chloro-2,4-difluoronitrobenzene is classified as corrosive. It is recommended to avoid breathing mist, gas or vapours, avoid contacting with skin and eye, use personal protective equipment, wear chemical impermeable gloves, ensure adequate ventilation, remove all sources of ignition, and keep away from heat/sparks/open flames/hot surfaces.

Future Directions

3-Chloro-2,4-difluoronitrobenzene is an important intermediate used in the synthesis of various compounds. The gas-phase copyrolysis of tetrafluoroethylene with buta-1,3-diene in a flow reactor at 495–505 °C produces 3,3,4,4-tetrafluorocyclohex-1-ene, which selectively converted to 1,2-difluorobenzene or 1-chloro-2,3-difluorobenzene. This could open up new avenues for the synthesis of other fluorinated compounds.

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