Cas no 861928-20-3 (1-Bromo-2-fluoro-4-iodo-5-methylbenzene)

1-Bromo-2-fluoro-4-iodo-5-methylbenzene is a halogenated aromatic compound featuring bromine, fluorine, iodine, and methyl substituents on a benzene ring. Its multi-functional structure makes it a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki, Sonogashira, and Buchwald-Hartwig couplings. The presence of three distinct halogens offers selective reactivity for sequential functionalization, enabling precise modifications to the aromatic scaffold. This compound is useful in pharmaceutical and agrochemical research, where its versatile reactivity aids in the development of complex molecules. High purity grades ensure consistent performance in demanding synthetic applications. Proper handling is advised due to potential sensitivity to light and moisture.
1-Bromo-2-fluoro-4-iodo-5-methylbenzene structure
861928-20-3 structure
Product Name:1-Bromo-2-fluoro-4-iodo-5-methylbenzene
CAS No:861928-20-3
MF:C7H5BrFI
MW:314.921477079391
MDL:MFCD09800686
CID:1028998
PubChem ID:12187216
Update Time:2025-09-28

1-Bromo-2-fluoro-4-iodo-5-methylbenzene Chemical and Physical Properties

Names and Identifiers

    • 1-Bromo-2-fluoro-4-iodo-5-methylbenzene
    • 5-Bromo-4-fluoro-2-iodotoluene
    • 1-Bromo-2-fluoro-4-iodo-5-methylbenzene (ACI)
    • VHRSAHJSLCELMF-UHFFFAOYSA-N
    • MFCD09800686
    • 861928-20-3
    • FS-4214
    • 1-bromo-2-fluoro-4-iodo-5-methyl-benzene
    • A12897
    • SCHEMBL12611014
    • DTXSID20479678
    • DA-02103
    • SY110077
    • CS-0148867
    • AKOS005256385
    • MDL: MFCD09800686
    • Inchi: 1S/C7H5BrFI/c1-4-2-5(8)6(9)3-7(4)10/h2-3H,1H3
    • InChI Key: VHRSAHJSLCELMF-UHFFFAOYSA-N
    • SMILES: FC1C(Br)=CC(C)=C(I)C=1

Computed Properties

  • Exact Mass: 313.86000
  • Monoisotopic Mass: 313.86034g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 120
  • 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: 3.7
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0.00000
  • LogP: 3.50120

1-Bromo-2-fluoro-4-iodo-5-methylbenzene Pricemore >>

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Additional information on 1-Bromo-2-fluoro-4-iodo-5-methylbenzene

1-Bromo-2-fluoro-4-iodo-5-methylbenzene (CAS No 861928-20-3)

1-Bromo-2-fluoro-4-iodo-5-methylbenzene, also known by its CAS registry number 861928-20-3, is a highly specialized aromatic compound with a unique substitution pattern. This compound belongs to the class of polyhalogenated benzenes, which have garnered significant attention in various fields due to their versatile chemical properties. The molecule features a bromine atom at position 1, a fluorine atom at position 2, an iodine atom at position 4, and a methyl group at position 5 on the benzene ring. This specific arrangement of substituents imparts distinctive electronic and steric effects, making it valuable for advanced chemical applications.

The synthesis of 1-bromo-2-fluoro-4-iodo-5-methylbenzene typically involves multi-step organic reactions, often employing electrophilic substitution strategies. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing byproducts and enhancing yield. For instance, researchers have explored the use of palladium-catalyzed coupling reactions to introduce halogen atoms at specific positions on the benzene ring. These methods are not only environmentally friendly but also align with the growing demand for sustainable chemical processes.

One of the most promising applications of this compound lies in its use as an intermediate in pharmaceutical chemistry. The presence of multiple halogen atoms allows for further functionalization, enabling the construction of complex molecular frameworks. For example, recent studies have demonstrated its utility in synthesizing bioactive molecules with potential anticancer properties. The methyl group at position 5 serves as a site for additional modifications, such as alkylation or acylation, further expanding its versatility.

In materials science, 1-bromo-2-fluoro-4-iodo-5-methylbenzene has been investigated as a precursor for advanced materials like organic semiconductors and light-emitting diodes (LEDs). Its electronic properties, influenced by the electron-withdrawing effects of bromine and fluorine atoms, make it suitable for applications requiring precise control over charge transport mechanisms. Recent research has highlighted its potential in developing high-efficiency OLEDs with improved color purity and operational stability.

The physical properties of this compound are equally noteworthy. It exhibits a high melting point due to strong intermolecular forces arising from the halogen atoms. Its solubility in organic solvents is moderate, making it amenable to solution-phase reactions. The compound is stable under normal conditions but requires protection from moisture and light to prevent degradation.

In terms of safety considerations, while handling 1-bromo-2-fluoro-4-iodo-5-methylbenzene, appropriate personal protective equipment should be used to minimize exposure risks. Although it is not classified as a hazardous substance under standard conditions, prolonged or excessive exposure may cause irritation to the eyes and skin.

The demand for this compound has been steadily increasing due to its role in cutting-edge research and industrial applications. Its inclusion in various chemical libraries has facilitated its use in high-throughput screening processes for drug discovery. Furthermore, its compatibility with modern analytical techniques such as NMR spectroscopy and mass spectrometry enhances its utility in structural elucidation studies.

In conclusion, 1-bromo-2-fluoro-4-iodo-5-methylbenzene (CAS No 861928-20) stands out as a valuable compound with diverse applications across multiple disciplines. Its unique substitution pattern, combined with advancements in synthetic methodologies and application-oriented research, positions it as an essential building block in contemporary chemical innovation.

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