60811-18-9 | 4-Bromo-1-chloro-2-fluorobenzene

CAS:60811-18-9 | 4-Bromo-1-chloro-2-fluorobenzene,Description

Synthesis Analysis

The synthesis of halogenated benzene derivatives often involves multi-step reactions, including nitration, reduction, diazotization, and halogenation. For instance, 1,4-bis(bromomethyl)-2-fluorobenzene is synthesized from p-xylene through a four-step process with an overall yield of 30%. Similarly, 1-bromo-2,4-dinitrobenzene is produced from bromobenzene with a high yield of 94.8%. These methods could potentially be adapted for the synthesis of 4-Bromo-1-chloro-2-fluorobenzene by choosing appropriate starting materials and reaction conditions.

Molecular Structure Analysis

The molecular structure and vibrational frequencies of halogenated benzene compounds can be studied using spectroscopic techniques and computational methods. For example, the FT-IR and FT-Raman spectra of 1-bromo-3-fluorobenzene were recorded, and the molecular geometry and vibrational frequencies were calculated using density functional theory (DFT) methods. These techniques could be applied to 4-Bromo-1-chloro-2-fluorobenzene to determine its molecular structure and understand the influence of the halogen atoms on the benzene ring.

Chemical Reactions Analysis

Halogenated benzene compounds can participate in various chemical reactions, including nucleophilic aromatic substitution and coupling reactions. The study on no-carrier-added 1-bromo-4-[18F]fluorobenzene, for example, explored its use in 18F-arylation reactions. The reactivity of 4-Bromo-1-chloro-2-fluorobenzene in similar reactions could be inferred from these studies, although specific experiments would be required to confirm its behavior.

Physical and Chemical Properties Analysis

The physical and chemical properties of halogenated benzene compounds are influenced by the presence and position of the halogen substituents. The electronic properties, such as absorption wavelengths, excitation energy, dipole moment, and frontier molecular orbital energies, can be studied using time-dependent DFT (TD-DFT). Additionally, thermodynamic properties like heat capacities, entropies, enthalpy changes, and their temperature correlations can be calculated. These analyses provide a comprehensive understanding of the compound's stability and reactivity, which would be relevant for 4-Bromo-1-chloro-2-fluorobenzene as well.

Scientific Research Applications

• Preparation of Benzonorbornadiene Derivatives

  • Field : Organic Chemistry
  • Application : 4-Bromo-1-chloro-2-fluorobenzene may be used in the preparation of benzonorbornadiene derivatives.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Synthesis of AZD3264

  • Field : Medicinal Chemistry
  • Application : 4-Bromo-1-chloro-2-fluorobenzene may also be used as a starting material in the multi-step synthesis of AZD3264, an IKK2 (inhibitor of nuclear factor κ-B kinase-2) inhibitor.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• F NMR Analysis

  • Field : Analytical Chemistry
  • Application : 1-Chloro-2-fluorobenzene was used in the 9 F NMR analysis of conversion of 3,4-fluoro- and 3-chloro-4-fluoroaniline by Rhodococcus sp. strain.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Microwave-Assisted Traceless Rapid Synthesis of Benzimidazolones

  • Field : Organic Chemistry
  • Application : It was used in microwave-assisted traceless rapid synthesis of benzimidazolones on Ameba resin.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Preparation of 2-(3-chloro-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • Field : Organic Chemistry
  • Application : 4-Bromo-2-chloro-1-fluorobenzene may be used for the preparation of 2-(3-chloro-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Precursor to Pharmaceuticals and Agrochemical Intermediate

  • Field : Pharmaceutical Chemistry
  • Application : 4-Bromo-1-chloro-2-fluorobenzene has uses as a precursor to some pharmaceuticals, as an agrochemical intermediate.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Preparation of 2-(3-chloro-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • Field : Organic Chemistry
  • Application : 4-Bromo-2-chloro-1-fluorobenzene may be used for the preparation of 2-(3-chloro-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

• Precursor to Pharmaceuticals and Agrochemical Intermediate

  • Field : Pharmaceutical Chemistry
  • Application : 4-Bromo-1-chloro-2-fluorobenzene has uses as a precursor to some pharmaceuticals, as an agrochemical intermediate.
  • Method : The specific methods of application or experimental procedures are not provided in the source.
  • Results : The outcomes of this application are not detailed in the source.

Safety And Hazards

This compound is classified as Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2. It’s recommended to avoid ingestion and inhalation, and to use personal protective equipment when handling this compound.

Future Directions

4-Bromo-1-chloro-2-fluorobenzene may be used in the preparation of benzonorbornadiene derivative. It may also be used as a starting material in the multi-step synthesis of AZD3264, an IKK2 (inhibitor of nuclear factor κ-B kinase-2) inhibitor.

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