Cas no 192446-70-1 (4-Bromo-2,3,6-trifluorophenol)

4-Bromo-2,3,6-trifluorophenol is a fluorinated phenolic compound characterized by its bromo and trifluoro substituents, which enhance its reactivity and utility in organic synthesis. The presence of multiple fluorine atoms contributes to its electron-withdrawing properties, making it a valuable intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials. Its distinct substitution pattern allows for selective functionalization, facilitating the synthesis of complex heterocyclic and aromatic systems. The compound’s stability under standard conditions ensures consistent performance in cross-coupling reactions and nucleophilic aromatic substitutions. Suitable for use in research and industrial applications, it offers precise control in fine chemical synthesis.
4-Bromo-2,3,6-trifluorophenol structure
4-Bromo-2,3,6-trifluorophenol structure
Product Name:4-Bromo-2,3,6-trifluorophenol
CAS No:192446-70-1
MF:C6H2BrF3O
MW:226.978691577911
CID:2787577
PubChem ID:12182317
Update Time:2025-08-10

4-Bromo-2,3,6-trifluorophenol Chemical and Physical Properties

Names and Identifiers

    • DTXSID00479454
    • SCHEMBL8564414
    • ZB0628
    • Phenol, 4-bromo-2,3,6-trifluoro-
    • F92225
    • AKOS024263334
    • ZFHGAOPLTHSAQQ-UHFFFAOYSA-N
    • CS-0437298
    • 192446-70-1
    • 973-226-9
    • MFCD22414509
    • 4-Bromo-2,3,6-trifluorophenol
    • Inchi: 1S/C6H2BrF3O/c7-2-1-3(8)6(11)5(10)4(2)9/h1,11H
    • InChI Key: ZFHGAOPLTHSAQQ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=C(C=1F)F)O)F

Computed Properties

  • Exact Mass: 225.92411g/mol
  • Monoisotopic Mass: 225.92411g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 146
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 20.2?2

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Additional information on 4-Bromo-2,3,6-trifluorophenol

4-Bromo-2,3,6-trifluorophenol (CAS No. 192446-70-1): A Comprehensive Overview

4-Bromo-2,3,6-trifluorophenol (CAS No. 192446-70-1) is a versatile compound with significant applications in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique combination of bromine and fluorine substituents on a phenolic ring, which imparts distinct chemical and physical properties. In this article, we will delve into the structure, synthesis, properties, and applications of 4-Bromo-2,3,6-trifluorophenol, highlighting recent advancements and research findings.

Structure and Synthesis

The molecular structure of 4-Bromo-2,3,6-trifluorophenol is defined by the presence of a bromine atom at the 4-position and three fluorine atoms at the 2-, 3-, and 6-positions on the phenolic ring. This arrangement results in a highly substituted aromatic compound with unique electronic properties. The synthesis of 4-Bromo-2,3,6-trifluorophenol typically involves multi-step processes that include bromination and fluorination reactions. Recent studies have focused on optimizing these synthetic routes to improve yield and reduce environmental impact.

Physical and Chemical Properties

4-Bromo-2,3,6-trifluorophenol exhibits several notable physical and chemical properties that make it valuable in various applications. It is a white to off-white solid with a melting point of approximately 50°C. The compound is insoluble in water but soluble in organic solvents such as dichloromethane and acetone. The presence of multiple electron-withdrawing groups (bromine and fluorine) imparts high electron density to the phenolic oxygen, making it an excellent nucleophile in various organic reactions.

Applications in Chemical Synthesis

4-Bromo-2,3,6-trifluorophenol is widely used as an intermediate in the synthesis of complex organic molecules. Its unique electronic properties make it an ideal starting material for Suzuki coupling reactions, which are crucial in the formation of carbon-carbon bonds. Recent research has explored the use of 4-Bromo-2,3,6-trifluorophenol in the development of novel catalysts for asymmetric synthesis, leading to more efficient and selective reactions.

Pharmaceutical Research

In the pharmaceutical industry, 4-Bromo-2,3,6-trifluorophenol has gained attention for its potential as a lead compound in drug discovery. The bromine and fluorine substituents can influence the pharmacokinetic properties of drug candidates, such as their solubility and metabolic stability. Studies have shown that derivatives of 4-Bromo-2,3,6-trifluorophenol exhibit promising biological activities against various targets, including enzymes and receptors involved in diseases such as cancer and neurodegenerative disorders.

Molecular Biology Applications

Beyond its role in chemical synthesis and pharmaceutical research, 4-Bromo-2,3,6-trifluorophenol has found applications in molecular biology. The compound can be used as a probe to study protein-ligand interactions due to its ability to form stable complexes with specific proteins. Recent advancements in biophysical techniques have enabled researchers to gain deeper insights into these interactions, contributing to the development of targeted therapies.

Safety Considerations

Safety is a critical aspect when handling any chemical compound. While 4-Bromo-2,3,6-trifluorophenol is not classified as a hazardous material under current regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be worn to minimize exposure risks. Additionally, appropriate waste disposal methods should be employed to ensure environmental safety.

FUTURE DIRECTIONS AND CONCLUSIONS

The future of research involving 4-Bromo-2,3,6-trifluorophenol looks promising. Ongoing studies are exploring new synthetic methods to produce this compound more efficiently and sustainably. In pharmaceutical research, efforts are underway to develop novel derivatives with enhanced therapeutic potential. The interdisciplinary nature of this field ensures that advancements in one area will likely benefit others.

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