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2,4-Difluoronitrobenzene

2,4-Difluoronitrobenzene is an organic compound known for its applications in the pharmaceutical and agrochemical industries. In this article, we will explore its chemical structure, properties, production methods, uses, and the necessary safety measures required when handling this compound.
  • 446-35-5

  • C6H3F2NO2

  • 159.09

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Product Description

What is 2,4-Difluoronitrobenzene?


2,4-Difluoronitrobenzene is an organic compound known for its applications in the pharmaceutical and agrochemical industries. In this article, we will explore its chemical structure, properties, production methods, uses, and the necessary safety measures required when handling this compound.


1. Introduction


Definition of 2,4-Difluoronitrobenzene


2,4-Difluoronitrobenzene is a nitroaromatic compound with the molecular formula C6H3F2NO2. It consists of a benzene ring substituted with two fluorine atoms and one nitro group. This compound is a valuable intermediate in various chemical syntheses due to its reactive nature.


Importance and Applications


The significance of 2,4-difluoronitrobenzene lies in its utility as a building block for more complex chemical structures. It finds applications in the synthesis of pharmaceuticals, agrochemicals, and in various research settings.


2. Chemical Structure and Properties


Molecular Formula and Structure


The molecular formula of 2,4-difluoronitrobenzene is C6H3F2NO2. The structure features a benzene ring with fluorine atoms attached at the 2nd and 4th positions and a nitro group at the 1st position, creating a unique pattern of reactivity.


Physical Properties


2,4-Difluoronitrobenzene is a pale yellow crystalline solid at room temperature. It has a melting point of approximately 58-60°C and a boiling point around 250°C. This compound is sparingly soluble in water but dissolves well in organic solvents like ethanol and acetone.


Chemical Properties


Chemically, 2,4-difluoronitrobenzene is highly reactive. The presence of electronegative fluorine atoms and the electron-withdrawing nitro group significantly affect its reactivity, making it a useful intermediate in various substitution and coupling reactions.


3. Production and Synthesis


Industrial Methods


Industrial production of 2,4-difluoronitrobenzene often involves the nitration of difluorobenzene using a mixture of nitric acid and sulfuric acid. This method ensures efficient production on a large scale and yields a high-purity product.


Laboratory Synthesis


In the laboratory, 2,4-difluoronitrobenzene can be synthesized by the nitration of 1,3-difluorobenzene with concentrated nitric acid. This process is straightforward and commonly used for research and small-scale production.


4. Uses of 2,4-Difluoronitrobenzene


Pharmaceuticals


In the pharmaceutical industry, 2,4-difluoronitrobenzene serves as a precursor for the synthesis of various active pharmaceutical ingredients (APIs). Its unique reactivity allows for the creation of complex molecules essential in drug development.


Agrochemicals


2,4-Difluoronitrobenzene is also used in the production of agrochemicals, including herbicides and pesticides. Its ability to act as an intermediate in the synthesis of active compounds makes it valuable in the agricultural sector.


Chemical Research


In chemical research, this compound is used as a reagent in various organic syntheses. Its properties make it an excellent candidate for studying reaction mechanisms and developing new synthetic methodologies.


5. Environmental and Health Considerations


Environmental Impact


The production and disposal of 2,4-difluoronitrobenzene can have environmental implications. Proper waste management and adherence to regulatory guidelines are essential to minimize its impact on ecosystems.


Health Hazards


Exposure to 2,4-difluoronitrobenzene can pose health risks. It can cause skin and eye irritation, and inhalation of its dust or fumes can lead to respiratory issues. Prolonged exposure may result in more severe health effects.


6. Advantages and Limitations


Advantages


  • Versatility: 2,4-difluoronitrobenzene is a versatile intermediate used in various chemical syntheses.


  • Reactivity: Its unique chemical structure makes it highly reactive and valuable in organic reactions.


Limitations


  • Health Risks: Handling this compound requires stringent safety measures due to its potential health hazards.


  • Environmental Concerns: Proper disposal and waste management are crucial to mitigate its environmental impact.


7. Safety Measures


Handling Precautions


When handling 2,4-difluoronitrobenzene, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and lab coats. Working in a well-ventilated area or under a fume hood is also recommended to avoid inhalation.


Storage Guidelines


2,4-difluoronitrobenzene should be stored in a cool, dry place away from incompatible materials such as strong oxidizers. Proper labeling and secure storage containers are necessary to prevent accidental exposure.


8. Future Prospects


Research and Development


Ongoing research is exploring more efficient synthesis methods for 2,4-difluoronitrobenzene and its derivatives. Additionally, new applications in pharmaceuticals and agrochemicals are being investigated to expand its utility.


Potential Applications


Future applications may include its use in advanced materials and as a key component in innovative chemical processes. As research progresses, the full potential of 2,4-difluoronitrobenzene will likely be uncovered.


9. Conclusion


2,4-Difluoronitrobenzene is a compound with significant applications in the pharmaceutical and agrochemical industries. Its unique chemical properties make it a valuable intermediate for various syntheses. However, handling it with care is crucial due to its health and environmental risks. As research continues, new and innovative uses for this compound are likely to emerge, further enhancing its importance in the chemical industry.


FAQs


  1. Is 2,4-Difluoronitrobenzene hazardous?

    Yes, 2,4-difluoronitrobenzene can cause skin and eye irritation and respiratory issues. Proper safety measures are essential when handling it.


  2. What are the primary uses of 2,4-difluoronitrobenzene?

    It is primarily used in the pharmaceutical and agrochemical industries as an intermediate in the synthesis of active compounds.


  3. Can 2,4-difluoronitrobenzene be synthesized in a laboratory?

    Yes, it can be synthesized in a laboratory by nitrating 1,3-difluorobenzene with concentrated nitric acid.


  4. What precautions should be taken when handling 2,4-difluoronitrobenzene?

    Appropriate PPE, such as gloves, safety goggles, and lab coats, should be worn. Work should be conducted in a well-ventilated area.


  5. What is the future of 2,4-difluoronitrobenzene research?

    Future research aims to develop more efficient synthesis methods and explore new applications in pharmaceuticals, agrochemicals, and advanced materials.



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