Cas no 925889-85-6 (2,6-Dibromo-9,9-dimethyl-9H-fluorene)

2,6-Dibromo-9,9-dimethyl-9H-fluorene is a brominated fluorene derivative characterized by its high purity and stability, making it a valuable intermediate in organic synthesis and materials science. The presence of bromine atoms at the 2 and 6 positions enhances its reactivity in cross-coupling reactions, such as Suzuki or Sonogashira couplings, facilitating the construction of conjugated systems for optoelectronic applications. The 9,9-dimethyl substitution improves solubility and processability while maintaining structural rigidity. This compound is particularly useful in the development of organic semiconductors, light-emitting diodes (OLEDs), and other advanced materials requiring precise molecular design. Its consistent performance and well-defined reactivity profile make it a reliable choice for research and industrial applications.
2,6-Dibromo-9,9-dimethyl-9H-fluorene structure
925889-85-6 structure
Product Name:2,6-Dibromo-9,9-dimethyl-9H-fluorene
CAS No:925889-85-6
MF:C15H12Br2
MW:352.063782691956
CID:998670
PubChem ID:44891002
Update Time:2025-10-24

2,6-Dibromo-9,9-dimethyl-9H-fluorene Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibromo-9,9-dimethyl-9H-fluorene
    • 2,6-dibromo-9,9-dimethylfluorene
    • SB66774
    • DTXSID60661479
    • FT-0729683
    • AKOS015899820
    • A844271
    • Methyl4-dimethylaminobenzoate
    • 925889-85-6
    • 2,6-dibromo-9,9-dimethyl-fluorene
    • DB-079351
    • MDL: MFCD09025330
    • Inchi: 1S/C15H12Br2/c1-15(2)13-6-4-9(16)7-12(13)11-5-3-10(17)8-14(11)15/h3-8H,1-2H3
    • InChI Key: ASUQXIDYMVXFKU-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C3C=C(C=CC=3C(C)(C)C=2C=1)Br

Computed Properties

  • Exact Mass: 351.929
  • Monoisotopic Mass: 349.931
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 0
  • Complexity: 299
  • 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: 0A^2
  • XLogP3: 5.8

Experimental Properties

  • Density: 1.606
  • Boiling Point: 392.1°C at 760 mmHg
  • Flash Point: 223.4°C
  • Refractive Index: 1.635

2,6-Dibromo-9,9-dimethyl-9H-fluorene Pricemore >>

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Additional information on 2,6-Dibromo-9,9-dimethyl-9H-fluorene

Introduction to 2,6-Dibromo-9,9-dimethyl-9H-fluorene (CAS No. 925889-85-6)

2,6-Dibromo-9,9-dimethyl-9H-fluorene (CAS No. 925889-85-6) is a versatile organic compound that has garnered significant attention in the fields of materials science, organic synthesis, and pharmaceutical research. This compound is characterized by its unique molecular structure, which consists of a fluorene core substituted with two bromine atoms at the 2 and 6 positions and two methyl groups at the 9 position. The combination of these functional groups imparts distinct chemical and physical properties that make it a valuable precursor in various applications.

The fluorene core of 2,6-Dibromo-9,9-dimethyl-9H-fluorene is a tricyclic aromatic hydrocarbon with a rigid and planar structure. This structural rigidity contributes to its high thermal stability and low solubility in polar solvents. The presence of bromine atoms at the 2 and 6 positions provides reactive sites for further chemical modifications, making it an excellent starting material for the synthesis of more complex molecules. Additionally, the two methyl groups at the 9 position enhance the compound's solubility in non-polar solvents and improve its processability in various applications.

In recent years, 2,6-Dibromo-9,9-dimethyl-9H-fluorene has been extensively studied for its potential applications in organic electronics and optoelectronics. Its high electron affinity and good charge transport properties make it suitable for use in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and field-effect transistors (FETs). Research has shown that derivatives of this compound can be used to improve the efficiency and stability of these devices by optimizing their electronic and optical properties.

Beyond its use in electronic materials, 2,6-Dibromo-9,9-dimethyl-9H-fluorene has also found applications in pharmaceutical research. The bromine atoms can be readily substituted with other functional groups to create bioactive molecules with diverse pharmacological activities. For example, recent studies have explored the use of fluorene-based compounds as potential anticancer agents due to their ability to selectively target cancer cells and inhibit tumor growth. The structural flexibility of 2,6-Dibromo-9,9-dimethyl-9H-fluorene allows for the synthesis of a wide range of derivatives with varying biological activities, making it a valuable tool in drug discovery and development.

In addition to its applications in materials science and pharmaceutical research, 2,6-Dibromo-9,9-dimethyl-9H-fluorene has also been investigated for its potential use in environmental remediation. Fluorene-based compounds have been shown to have excellent adsorption properties for heavy metals and organic pollutants. By modifying the structure of 2,6-Dibromo-9,9-dimethyl-9H-fluorene, researchers have developed materials that can effectively remove contaminants from water and soil, contributing to environmental sustainability.

The synthesis of 2,6-Dibromo-9,9-dimethyl-9H-fluorene typically involves multi-step processes that include bromination reactions and functional group manipulations. Recent advancements in synthetic methods have led to more efficient and environmentally friendly routes for producing this compound on a large scale. These improvements have not only reduced production costs but also minimized environmental impact, making it more accessible for industrial applications.

In conclusion, 2,6-Dibromo-9,9-dimethyl-9H-fluorene (CAS No. 925889-85-6) is a multifaceted compound with a wide range of applications in materials science, pharmaceutical research, and environmental remediation. Its unique molecular structure and versatile chemical properties make it an essential building block for the development of advanced materials and bioactive molecules. As research continues to uncover new possibilities for this compound, its importance in various scientific fields is likely to grow even further.

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