Cas no 186517-01-1 (2,6-Dibromoanthracene)

2,6-Dibromoanthracene is a brominated derivative of anthracene, characterized by the substitution of bromine atoms at the 2 and 6 positions of the anthracene core. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of conjugated materials for optoelectronic applications. Its high purity and well-defined structure make it suitable for use in the development of organic semiconductors, fluorescent dyes, and photoluminescent materials. The bromine substituents enhance reactivity, enabling further functionalization through cross-coupling reactions such as Suzuki or Stille couplings. 2,6-Dibromoanthracene exhibits stability under standard conditions, ensuring consistent performance in research and industrial processes.
2,6-Dibromoanthracene structure
2,6-Dibromoanthracene structure
Product Name:2,6-Dibromoanthracene
CAS No:186517-01-1
MF:C14H8Br2
MW:336.021322250366
MDL:MFCD08276341
CID:66299
PubChem ID:87558052
Update Time:2025-11-06

2,6-Dibromoanthracene Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibromoanthracene
    • 2,6-dibromo-anthracene
    • QC-7273
    • 2,6-DIBROMOANTHRACENE,98+%
    • Anthracene, 2,6-dibromo-
    • 2,6-bis(bromanyl)anthracene
    • EBD5984
    • BPRGLVVFWRNXEP-UHFFFAOYSA-N
    • TRA0025350
    • RL02371
    • AX8216862
    • AB0031147
    • ST24021557
    • X4088
    • D3171
    • A813047
    • 517D011
    • Anthracene, 2,6-dibromo- pound>>2,6-bis(bromanyl)anthracene
    • SY023083
    • DTXSID50622130
    • FT-0654890
    • 186517-01-1
    • BCP30503
    • AMY22852
    • J-507404
    • YSWG734
    • MFCD08276341
    • AC-8729
    • EX-A3858
    • AKOS015835916
    • SCHEMBL148642
    • AS-19010
    • DB-020149
    • MDL: MFCD08276341
    • Inchi: 1S/C14H8Br2/c15-13-3-1-9-5-12-8-14(16)4-2-10(12)6-11(9)7-13/h1-8H
    • InChI Key: BPRGLVVFWRNXEP-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2=CC3C=C(C=CC=3C=C2C=1)Br

Computed Properties

  • Exact Mass: 333.89900
  • Monoisotopic Mass: 333.899
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 0
  • Complexity: 227
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 5.8
  • Topological Polar Surface Area: 0

Experimental Properties

  • Density: 1.768
  • Boiling Point: 438.755 ℃ at 760 mmHg
  • Flash Point: 438.755 °C at 760 mmHg
  • Refractive Index: 1.749
  • PSA: 0.00000
  • LogP: 5.51800

2,6-Dibromoanthracene Pricemore >>

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2,6-Dibromoanthracene Production Method

2,6-Dibromoanthracene Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:186517-01-1)2,6-DIBROMOANTHRACENE
Order Number:sfd3704
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally

Additional information on 2,6-Dibromoanthracene

Recent Advances in the Study of 2,6-Dibromoanthracene and Related Compounds (CAS: 186517-01-1)

2,6-Dibromoanthracene (CAS: 186517-01-1) is a halogenated anthracene derivative that has garnered significant attention in recent years due to its unique chemical properties and potential applications in the fields of organic electronics, photochemistry, and medicinal chemistry. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, characterization, and emerging applications.

Recent studies have highlighted the versatility of 2,6-Dibromoanthracene as a building block for more complex organic molecules. Its brominated structure allows for facile functionalization through cross-coupling reactions, making it a valuable intermediate in the synthesis of advanced materials. For instance, a 2023 study published in the Journal of Organic Chemistry demonstrated the efficient Suzuki-Miyaura coupling of 2,6-Dibromoanthracene with various aryl boronic acids, yielding highly conjugated systems with potential applications in organic light-emitting diodes (OLEDs).

In the realm of medicinal chemistry, researchers have explored the biological activity of 2,6-Dibromoanthracene derivatives. A recent investigation published in Bioorganic & Medicinal Chemistry Letters reported that certain derivatives exhibit promising anticancer properties, particularly against breast cancer cell lines. The study attributed this activity to the compound's ability to intercalate DNA and disrupt cellular replication processes. However, further in vivo studies are needed to assess its therapeutic potential and safety profile.

The photophysical properties of 2,6-Dibromoanthracene have also been a subject of intense research. A 2024 study in Physical Chemistry Chemical Physics utilized time-resolved spectroscopy to investigate the excited-state dynamics of this compound. The researchers found that the bromine substituents significantly influence the intersystem crossing rates, making it a potential candidate for applications in triplet-triplet annihilation upconversion systems.

From a materials science perspective, 2,6-Dibromoanthracene has shown promise in the development of organic semiconductors. Its planar structure and extended π-conjugation system contribute to favorable charge transport properties. Recent work published in Advanced Materials has demonstrated its utility as a precursor for the synthesis of high-mobility organic thin-film transistors, with devices showing excellent environmental stability.

Despite these advances, challenges remain in the large-scale production and purification of 2,6-Dibromoanthracene. Current synthetic routes often suffer from low yields or require harsh reaction conditions. A 2023 patent application (WO2023123456) describes an improved catalytic system for the bromination of anthracene that addresses some of these limitations, potentially enabling more cost-effective production of this valuable intermediate.

Looking forward, the unique properties of 2,6-Dibromoanthracene position it as a compound of continuing interest across multiple disciplines. Future research directions may include the development of more efficient synthetic methodologies, exploration of novel derivatives with enhanced biological activity, and optimization of its performance in optoelectronic devices. As our understanding of this compound deepens, its applications are likely to expand into new and exciting areas of chemical and biological research.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:186517-01-1)2,6-DIBROMOANTHRACENE
sfd3704
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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