156682-53-0 | 3-Bromo-2-fluoro-phenol

CAS:156682-53-0 | 3-Bromo-2-fluoro-phenol,Description

Synthesis Analysis

The synthesis of halogenated phenols, such as 3-Bromo-2-fluorophenol, often involves multi-step reactions including halogenation, protection/deprotection of functional groups, and catalytic processes. For instance, an improved method for synthesizing 3-fluorosalicylic acid, which shares a similar halogenation pattern with 3-Bromo-2-fluorophenol, involves selective formylation and subsequent oxidation and debromination steps. Additionally, the synthesis of complex heterocyclic compounds starting from halogenated phenols, as seen in the synthesis of 1-(4-bromo-2-fluorophenyl)-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one, involves nitration, chlorination, N-alkylation, reduction, and condensation steps.

Molecular Structure Analysis

The molecular structure of halogenated phenols can be characterized using various spectroscopic techniques and theoretical calculations. For example, the Schiff-base molecule 4-bromo-5-fluoro-2-((3-nitrophenylimino)methyl)phenol was characterized using FT-IR, UV-Vis, NMR, and single-crystal X-ray diffraction, and its electronic properties were investigated using DFT calculations. Similarly, the molecular structure and vibrational frequencies of 1-[5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone were investigated both experimentally and theoretically.

Chemical Reactions Analysis

Halogenated phenols can participate in various chemical reactions, including nucleophilic aromatic substitution (SNAr), which is a key step in synthesizing bromo(methylthio)pyridines from dihalopyridines. The fluoroalkylation of alkenes and alkynes using 2-bromophenol as a catalyst is another example of the chemical reactivity of bromophenols, which could be relevant to the reactivity of 3-Bromo-2-fluorophenol.

Physical and Chemical Properties Analysis

The physical and chemical properties of halogenated phenols can be deduced from their molecular structure and electronic properties. For instance, the Schiff-base molecule mentioned earlier exhibits specific vibrational frequencies, electronic transitions, and NMR chemical shifts that are characteristic of its structure. The HOMO-LUMO analysis and molecular electrostatic potential maps provide insights into the charge distribution and potential reactivity of the molecule. The polarizability and hyperpolarizability properties are also important for understanding the nonlinear optical properties of these compounds.

Relevant Case Studies

While there are no direct case studies on 3-Bromo-2-fluorophenol, the synthesis and characterization of related compounds provide valuable case studies for understanding the behavior of halogenated phenols. For example, the synthesis of 3-fluorosalicylic acid demonstrates the importance of regioselectivity and protection strategies in the synthesis of halogenated aromatic compounds. The synthesis of complex heterocyclic compounds from halogenated phenols, as in the case of 1-(4-bromo-2-fluorophenyl)-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one, showcases the versatility of these compounds as intermediates in organic synthesis.

Scientific Research Applications

Certainly! Let’s delve into the scientific research applications of 3-Bromo-2-fluorophenol . This compound, with the chemical formula C₆H₄BrFO, has a molecular weight of 191.0 g/mol. Here are six unique applications:

• Organic Synthesis and Laboratory Research

  • Results/Outcomes : It facilitates the creation of fluorinated organic molecules for various purposes.

• Proteomics Research

  • Results/Outcomes : Enables specific labeling or detection of proteins in complex mixtures.

• Pharmaceutical Development

  • Results/Outcomes : Aids in developing novel pharmaceutical agents.

• Materials Science

  • Results/Outcomes : Enhanced material properties or specific functionalities.

• Analytical Chemistry

  • Results/Outcomes : Accurate quantification or validation of analytical techniques.

Safety And Hazards

3-Bromo-2-fluorophenol is considered hazardous. It can cause skin irritation, serious eye irritation, and may cause respiratory irritation. Safety measures include avoiding contact with skin and eyes, avoiding inhalation of vapor or mist, and keeping away from sources of ignition.

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