Cas no 1367707-24-1 (3-bromo-2-fluoro-6-methoxyphenol)

3-Bromo-2-fluoro-6-methoxyphenol is a halogenated methoxyphenol derivative with potential utility as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of bromo and fluoro substituents enhances its reactivity in cross-coupling and nucleophilic substitution reactions, while the methoxy group contributes to electronic modulation. This compound is valued for its structural versatility, enabling selective functionalization at multiple sites. Its well-defined regiochemistry and stability under controlled conditions make it suitable for precision synthesis. Careful handling is recommended due to its halogenated nature. Analytical methods such as NMR and HPLC confirm high purity, ensuring reliability in research and industrial processes.
3-bromo-2-fluoro-6-methoxyphenol structure
1367707-24-1 structure
Product Name:3-bromo-2-fluoro-6-methoxyphenol
CAS No:1367707-24-1
MF:C7H6BrFO2
MW:221.023745059967
MDL:MFCD22208530
CID:4591354
PubChem ID:74891345
Update Time:2025-05-21

3-bromo-2-fluoro-6-methoxyphenol Chemical and Physical Properties

Names and Identifiers

    • 3-BROMO-2-FLUORO-6-METHOXYPHENOL(WX191719)
    • 3-Bromo-2-fluoro-6-methoxyphenol
    • Phenol, 3-bromo-2-fluoro-6-methoxy-
    • SCHEMBL21823689
    • CS-0194404
    • W18484
    • 1367707-24-1
    • AKOS024091776
    • MFCD22208530
    • DB-424636
    • AS-61128
    • 3-bromo-2-fluoro-6-methoxyphenol
    • MDL: MFCD22208530
    • Inchi: 1S/C7H6BrFO2/c1-11-5-3-2-4(8)6(9)7(5)10/h2-3,10H,1H3
    • InChI Key: CMDAXWAGQKABTP-UHFFFAOYSA-N
    • SMILES: C1(O)=C(OC)C=CC(Br)=C1F

Computed Properties

  • Exact Mass: 219.95352g/mol
  • Monoisotopic Mass: 219.95352g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • 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
  • XLogP3: 2.3
  • Topological Polar Surface Area: 29.5?2

3-bromo-2-fluoro-6-methoxyphenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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B872708-10mg
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$ 50.00 2022-06-06
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Additional information on 3-bromo-2-fluoro-6-methoxyphenol

3-Bromo-2-Fluoro-6-Methoxyphenol: A Comprehensive Overview

3-Bromo-2-fluoro-6-methoxyphenol, also known by its CAS number 1367707-24-1, is a versatile aromatic compound with a unique combination of substituents that make it highly valuable in various chemical and pharmaceutical applications. This compound is characterized by the presence of a bromine atom at position 3, a fluorine atom at position 2, and a methoxy group at position 6 on the phenol ring. The interplay of these substituents imparts distinctive electronic and steric properties to the molecule, making it an intriguing subject for both academic research and industrial applications.

The synthesis of 3-bromo-2-fluoro-6-methoxyphenol typically involves multi-step reactions, often starting from phenol derivatives. The introduction of substituents at specific positions on the aromatic ring requires careful planning to ensure regioselectivity. Recent advancements in catalytic methods and transition metal-mediated coupling reactions have significantly enhanced the efficiency of synthesizing such substituted phenols. For instance, the use of palladium catalysts in Suzuki-Miyaura coupling reactions has enabled researchers to achieve high yields and excellent regioselectivity in constructing these complex aromatic systems.

The physical properties of 3-bromo-2-fluoro-6-methoxyphenol are influenced by the electron-withdrawing and electron-donating groups attached to the phenolic ring. The bromine atom at position 3 is an electron-withdrawing group, which increases the acidity of the phenolic -OH group compared to unsubstituted phenol. The fluorine atom at position 2 further modulates the electronic environment, while the methoxy group at position 6 acts as an electron-donating group through resonance effects. This interplay results in a compound with unique solubility characteristics and reactivity patterns.

In terms of applications, 3-bromo-2-fluoro-6-methoxyphenol has found significant use in the pharmaceutical industry as an intermediate in drug synthesis. Its ability to undergo various nucleophilic aromatic substitutions and other transformations makes it a valuable building block for constructing bioactive molecules. Recent studies have highlighted its potential as a precursor for anti-inflammatory agents and antioxidants due to its ability to scavenge free radicals effectively.

The environmental impact of 3-bromo-2-fluoro-6-methoxyphenol has also been a topic of interest in recent research. Studies have shown that this compound exhibits moderate biodegradability under aerobic conditions, with microbial communities playing a crucial role in its degradation process. However, its persistence in aquatic environments under anaerobic conditions remains a concern, necessitating further research into its environmental fate and toxicity profiles.

In conclusion, 3-bromo-2-fluoro-6-methoxyphenol is a multifaceted compound with promising applications across various fields. Its unique chemical structure, combined with recent advancements in synthetic methodologies and application studies, underscores its importance as a key player in modern chemistry and pharmacology.

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