496-69-5 | 2-Bromo-4-fluorophenol

CAS:496-69-5 | 2-Bromo-4-fluorophenol,Description

2-Bromo-4-fluorophenol is a compound of interest in the field of organic chemistry due to its potential as a building block for the synthesis of various organic compounds. Its unique combination of bromo and fluoro substituents on the phenolic ring makes it a versatile reagent for various chemical transformations.

Synthesis Analysis

The synthesis of compounds similar to 2-Bromo-4-fluorophenol often involves halogenation reactions. For instance, the synthesis of no-carrier-added 4-[18F]Fluorophenol from 4-benzyloxyphenyl-(2-thienyl)iodonium bromide via a two-step radiosynthesis is a related process, highlighting the methods used to introduce fluorine atoms into organic molecules (Ross, Ermert, & Coenen, 2011).

Molecular Structure Analysis

The molecular structure and electronic properties of compounds similar to 2-Bromo-4-fluorophenol have been studied using methods like DFT (Density Functional Theory). For example, the structure of 4-bromo-5-fluoro-2-((3-nitrophenylimino)methyl)phenol Schiff-base molecule was investigated, showing the importance of DFT in understanding the geometry, vibrational frequencies, and electronic properties of such compounds (Bozkurt, Evecen, Tanak, & Ağar, 2019).

Chemical Reactions and Properties

2-Bromo-4-fluorophenol can participate in various chemical reactions, serving as a catalyst or a reactant. For example, its use in the fluoroalkylation of alkenes and alkynes underlines its role in facilitating chemical transformations with high chemo- and regioselectivity (Zhu et al., 2019).

Scientific Research Applications

• General Use

  • Scientific Field : Organic Chemistry 
  • Application Summary : 2-Bromo-4-fluorophenol is a halogenated phenol used as a building block in organic synthesis.
  • Methods of Application : It is typically used in reactions that involve nucleophilic aromatic substitution or palladium-catalyzed cross-coupling.
  • Results or Outcomes : The specific outcomes depend on the reaction conditions and the other reactants used. In general, it can be used to synthesize a wide variety of complex organic molecules.

• Preparation of 4,4-Difluoro-2-bromo-cyclohexadienone

  • Scientific Field : Organic Chemistry
  • Application Summary : 2-Bromo-4-fluorophenol has been used in the preparation of 4,4-difluoro-2-bromo-cyclohexadienone.
  • Methods of Application : The specific experimental procedures for this synthesis are not provided in the source.
  • Results or Outcomes : The product of this reaction, 4,4-difluoro-2-bromo-cyclohexadienone, can be used as an intermediate in further synthetic reactions.

• Synthesis of 6-(Aminomethylphenoxy)benzoxaborole Analogs

  • Scientific Field : Medicinal Chemistry
  • Application Summary : 2-Bromo-4-fluorophenol has been used in the synthesis of 6-(aminomethylphenoxy)benzoxaborole analogs.
  • Methods of Application : The specific experimental procedures for this synthesis are not provided in the source.
  • Results or Outcomes : These benzoxaborole analogs could potentially have medicinal applications, although the specific outcomes of this research are not detailed in the source.

• Synthesis of 4-Bromo-2-fluoro-6-iodoanisole

  • Scientific Field : Organic Chemistry
  • Application Summary : 4-Bromo-2-fluorophenol can be used as a starting material for the synthesis of 4-Bromo-2-fluoro-6-iodoanisole.
  • Methods of Application : The specific experimental procedures for this synthesis are not provided in the source.
  • Results or Outcomes : The product of this reaction, 4-Bromo-2-fluoro-6-iodoanisole, can be used as an intermediate in further synthetic reactions.

• Synthesis of 2-Phenylpyran-4-ones

  • Scientific Field : Medicinal Chemistry
  • Application Summary : 4-Bromo-2-fluorophenol can be used in the synthesis of 2-Phenylpyran-4-ones.
  • Methods of Application : The specific experimental procedures for this synthesis are not provided in the source.
  • Results or Outcomes : 2-Phenylpyran-4-ones are evaluated for their activity as cyclooxygenase-2 inhibitors.
• Synthesis of 4-Bromo-2-fluoro-6-iodoanisole
  • Scientific Field : Organic Chemistry
  • Application Summary : 4-Bromo-2-fluorophenol can be used as a starting material for the synthesis of 4-Bromo-2-fluoro-6-iodoanisole.
  • Methods of Application : The specific experimental procedures for this synthesis are not provided in the source.
  • Results or Outcomes : The product of this reaction, 4-Bromo-2-fluoro-6-iodoanisole, can be used as an intermediate in further synthetic reactions.

Safety And Hazards

2-Bromo-4-fluorophenol is harmful if swallowed, in contact with skin, or if inhaled. It causes skin irritation and serious eye irritation. It may also cause respiratory irritation. Safety measures include avoiding breathing dust/fume/gas/mist/vapors/spray, washing face, hands, and any exposed skin thoroughly after handling, not eating, drinking, or smoking when using this product, using only outdoors or in a well-ventilated area, and wearing protective gloves/protective clothing/eye protection/face protection.

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