3828-41-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-1,3-difluoro-5-nitrobenzene is used as an intermediate in organic synthesis for the production of pharmaceuticals. Its unique structure allows for the creation of various medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 2-CHLORO-1,3-DIFLUORO-5-NITRO-BENZENE serves as a key intermediate in the synthesis of agrochemicals. Its properties enable the production of effective pesticides and other agricultural chemicals, enhancing crop protection and yield.
Used in Fine Chemicals Industry:
2-Chloro-1,3-difluoro-5-nitrobenzene is also employed as a building block for the synthesis of fine chemicals, including dyes and pigments. Its versatility in chemical reactions facilitates the creation of a wide range of colorants for various applications.
Used in Chemical Research:
Due to its reactivity, 2-CHLORO-1,3-DIFLUORO-5-NITRO-BENZENE is utilized in chemical research for exploring new reaction pathways and developing innovative synthetic methods. Its unique properties make it a valuable compound for advancing scientific knowledge in the field of organic chemistry.
It is important to handle and store 2-CHLORO-1,3-DIFLUORO-5-NITRO-BENZENE with care due to its toxicity and potential hazards, ensuring safety in industrial and laboratory applications.

InChI:InChI=1/C6H2ClF2NO2/c7-6-4(8)1-3(10(11)12)2-5(6)9/h1-2H

Upstream product

• 658-07-1 2,6-Difluoro-4-nitrophenol 
• 60903-85-7 1-chloro-2,3,5,6-tetrafluoro-4-nitrobenzene 
• 880-78-4 pentafluoronitrobenzen 
• 50408-94-1 3-chloro-2,4-difluoro-6-nitroaniline 

Downstream Products

• 2613-33-4 4-chloro-3,5-difluorobenzenamine 
• 392-25-6 1,3-difluoro-2-methoxy-5-nitrobenzene 
• 175435-38-8 4-chloro-3-fluoro-5-methoxynitrobenzene 
• 1979-25-5 2-(4-chloro-3,5-difluorophenoxy)acetic acid 
• 2268-03-3 4-chloro-3,5-difluoro-phenol 

Relevant academic research and scientific papers

Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4

Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.

Method for preparing 3, 5-difluoro-4-chloro-nitrobenzene through diazotization

The invention belongs to the technical field of organic chemical industry and relates to a method for synthesizing a 3, 5-difluoro-4-chloro-nitrobenzene chemical intermediate, in particular to a method for synthesizing 3, 5-difluoro-4-chloro-nitrobenzene by using 2, 4-difluoro-3-chloro-6-nitrobenzene as a raw material and adopting a diazotization deamination one-pot process, wherein reaction yield reaches 90%. The method has the advantages of high product selectivity, simple and controllable process, low production cost and low three-waste yield.

Charge control in the S(N)Ar reaction. Meta substitution with respect to the activating nitro group in 3,4-dihalogenonitrobenzenes

The reactions of 3-fluoro-4-chloronitrobenzene and of 3,5-difluoro-4-chloronitrobenzene with thiophenoxide anion lead to predominant substitution of the chlorine atom through S(N)Ar orbital-controlled processes. However, when harder nucleophiles (methoxide anion) are used, the substitution of a fluorine atom meta with respect to the activating nitro group becomes apparent in the reaction of 3-fluoro-4-chloronitrobenzene, predominant in the reaction of 5-fluoro-4-chloro-3-methyoxynitrobenzene, and almost exclusive in the reaction of 3,5-difluoro-4-chloronitrobenzene. Kinetic measurements and theoretical calculations indicate that the observed meta substitution of a fluorine atom is a S(N)Ar charge-controlled reaction with a loosely bonded transition state.