Cas no 1111096-08-2 (5-Bromo-2-fluoro-4-methoxyphenol)

5-Bromo-2-fluoro-4-methoxyphenol is a halogenated methoxyphenol derivative with a molecular formula of C?H?BrFO?. This compound features a bromo and fluoro substituent on a phenolic ring, along with a methoxy group, enhancing its reactivity and utility in organic synthesis. Its distinct substitution pattern makes it valuable as an intermediate in pharmaceutical and agrochemical applications, particularly in the development of active ingredients or fine chemicals. The presence of both electron-withdrawing (bromo, fluoro) and electron-donating (methoxy) groups allows for selective functionalization, enabling precise modifications in synthetic pathways. The compound is typically handled under controlled conditions due to its reactive phenolic and halogenated properties.
5-Bromo-2-fluoro-4-methoxyphenol structure
1111096-08-2 structure
Product Name:5-Bromo-2-fluoro-4-methoxyphenol
CAS No:1111096-08-2
MF:C7H6BrFO2
MW:221.023745059967
CID:3038612
PubChem ID:56973176
Update Time:2025-05-21

5-Bromo-2-fluoro-4-methoxyphenol Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-fluoro-4-methoxyphenol
    • DB-382109
    • SCHEMBL19737047
    • 1111096-08-2
    • G82915
    • BS-30095
    • MFCD12405416
    • Inchi: 1S/C7H6BrFO2/c1-11-7-3-5(9)6(10)2-4(7)8/h2-3,10H,1H3
    • InChI Key: UOYXPWBIQQRHLA-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=CC=1OC)F)O

Computed Properties

  • Exact Mass: 219.954
  • Monoisotopic Mass: 219.954
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • 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
  • Topological Polar Surface Area: 29.5A^2
  • XLogP3: 2.3

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Additional information on 5-Bromo-2-fluoro-4-methoxyphenol

Introduction to 5-Bromo-2-fluoro-4-methoxyphenol (CAS No. 1111096-08-2)

5-Bromo-2-fluoro-4-methoxyphenol (CAS No. 1111096-08-2) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical properties and potential applications in various fields, particularly in pharmaceutical and materials science. This compound is characterized by its bromine, fluorine, and methoxy functional groups, which confer it with distinct reactivity and biological activity.

The molecular structure of 5-Bromo-2-fluoro-4-methoxyphenol consists of a phenolic ring substituted with a bromine atom at the 5-position, a fluorine atom at the 2-position, and a methoxy group at the 4-position. These substituents play crucial roles in determining the compound's physical and chemical properties, such as solubility, stability, and reactivity. The presence of the phenolic hydroxyl group also imparts acidic properties to the molecule, making it useful in various synthetic transformations.

In the realm of pharmaceutical research, 5-Bromo-2-fluoro-4-methoxyphenol has shown promise as a lead compound for the development of novel therapeutic agents. Recent studies have explored its potential as an inhibitor of specific enzymes involved in disease pathways. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 5-Bromo-2-fluoro-4-methoxyphenol exhibit potent inhibitory activity against tyrosinase, an enzyme implicated in melanin synthesis and associated with skin disorders such as hyperpigmentation.

Beyond its pharmaceutical applications, 5-Bromo-2-fluoro-4-methoxyphenol has also found utility in materials science. Its unique combination of functional groups makes it an attractive building block for the synthesis of advanced materials with tailored properties. For example, researchers at the University of California, Berkeley, have utilized this compound as a precursor for the preparation of fluorescent dyes and polymers with enhanced photostability and emission characteristics. These materials have potential applications in areas such as bioimaging and optoelectronics.

The synthesis of 5-Bromo-2-fluoro-4-methoxyphenol typically involves multi-step processes that leverage well-established organic chemistry techniques. One common approach involves the bromination of 2-fluoro-4-methoxyphenol followed by deprotection to yield the desired product. The choice of reagents and reaction conditions is critical to achieving high yields and purity levels. Recent advancements in green chemistry have also led to more environmentally friendly synthetic routes for this compound, reducing waste and minimizing the use of hazardous reagents.

The physicochemical properties of 5-Bromo-2-fluoro-4-methoxyphenol, including its melting point, boiling point, and solubility profiles, have been extensively studied to optimize its use in various applications. For instance, its moderate solubility in polar solvents such as dimethyl sulfoxide (DMSO) makes it suitable for use in biological assays and drug delivery systems. Additionally, its thermal stability allows it to withstand processing conditions required for material synthesis without significant degradation.

In terms of safety and handling, while 5-Bromo-2-fluoro-4-methoxyphenol is not classified as a hazardous substance under current regulations, it is important to follow standard laboratory practices when working with this compound. Proper personal protective equipment (PPE) should be worn to minimize exposure risks, and appropriate waste disposal methods should be employed to ensure environmental safety.

The future prospects for 5-Bromo-2-fluoro-4-methoxyphenol are promising. Ongoing research continues to uncover new applications and derivatives that could lead to breakthroughs in pharmaceuticals, materials science, and other fields. Collaborative efforts between academic institutions and industry partners are essential to advancing our understanding of this compound's potential and translating it into practical solutions that benefit society.

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