202865-57-4 | 1-BROMO-2,5-DICHLORO-3-FLUOROBENZENE

CAS:202865-57-4 | 1-BROMO-2,5-DICHLORO-3-FLUOROBENZENE,Description

1-Bromo-2,5-dichloro-3-fluorobenzene is a halogenated benzene derivative with bromine, chlorine, and fluorine substituents. This compound is of interest in various fields of chemistry due to its unique molecular structure, which imparts distinct chemical and physical properties.

Synthesis Analysis

The synthesis of halogenated benzene derivatives, including 1-Bromo-2,5-dichloro-3-fluorobenzene, involves multiple steps, such as diazotization, bromination, and chlorination. These processes are crucial for introducing different halogen atoms at specific positions on the benzene ring. For instance, the synthesis of 1,2-bis(bromomethyl)-4-fluorobenzene, a related compound, demonstrates the use of bromine in radical bromination reactions, highlighting the synthetic approaches applicable to halogenated benzenes (Guo Zhi-an, 2009).

Molecular Structure Analysis

The molecular structure of halogenated benzenes, including 1-Bromo-2,5-dichloro-3-fluorobenzene, has been extensively studied using spectroscopic methods. Techniques such as FT-IR, FT-Raman, and UV spectroscopy, combined with DFT calculations, provide insights into the vibrational frequencies, molecular geometry, and electronic properties of these compounds. The presence of halogen atoms significantly affects the molecular geometry and electronic distribution within the molecule (D. Mahadevan et al., 2011).

Chemical Reactions and Properties

Halogenated benzene derivatives undergo various chemical reactions, including nucleophilic substitution, due to the presence of halogen atoms. These reactions are pivotal for further chemical modifications and the synthesis of complex organic molecules. For example, electrochemical fluorination and palladium-catalyzed carbonylative reactions demonstrate the reactivity of halogenated benzenes under different conditions, leading to the formation of fluorinated compounds and heterocycles, respectively (Hirohide Horio et al., 1996); (Jianbin Chen et al., 2014).

Scientific Research Applications

• Pharmaceutical Research

  • Halogenated aromatic compounds are often used in the development of new drugs. They can act as bioactive cores or building blocks in the synthesis of complex molecules.

• Environmental Research

  • These compounds can be used to study the environmental impact of halogenated organic pollutants. They can help understand the degradation pathways and the fate of these pollutants in the environment.

• Material Science

  • Halogenated aromatic compounds can be used in the synthesis of high-performance materials. They can improve the properties of materials such as thermal stability, flame retardancy, and chemical resistance.

• Chemical Industry

  • These compounds can serve as intermediates in the synthesis of other chemicals. They can be used in a variety of chemical reactions including coupling reactions, substitution reactions, and others.

• Agricultural Research

  • Halogenated aromatic compounds can be used in the development of pesticides and herbicides. They can help control pests and weeds in agricultural fields.

• Biochemical Research

  • These compounds can be used to study biochemical processes. They can help understand the interaction of halogenated compounds with biological systems.

• Pharmaceutical Research

  • Halogenated aromatic compounds are often used in the development of new drugs. They can act as bioactive cores or building blocks in the synthesis of complex molecules.

• Environmental Research

  • These compounds can be used to study the environmental impact of halogenated organic pollutants. They can help understand the degradation pathways and the fate of these pollutants in the environment.

• Material Science

  • Halogenated aromatic compounds can be used in the synthesis of high-performance materials. They can improve the properties of materials such as thermal stability, flame retardancy, and chemical resistance.

• Chemical Industry

  • These compounds can serve as intermediates in the synthesis of other chemicals. They can be used in a variety of chemical reactions including coupling reactions, substitution reactions, and others.

• Agricultural Research

  • Halogenated aromatic compounds can be used in the development of pesticides and herbicides. They can help control pests and weeds in agricultural fields.

• Biochemical Research

  • These compounds can be used to study biochemical processes. They can help understand the interaction of halogenated compounds with biological systems.

Safety And Hazards

1-Bromo-2,5-dichloro-3-fluorobenzene may cause skin irritation, serious eye irritation, and respiratory irritation. It is recommended to avoid breathing dust/fume/gas/mist/vapors/spray and to wear protective gloves/protective clothing/eye protection/face protection.

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