Cas no 27951-69-5 (3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol)

3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol is a brominated aromatic compound characterized by its high thermal stability and flame-retardant properties. The presence of four hydroxyl groups and four bromine atoms on the biphenyl backbone enhances its reactivity in crosslinking applications and its effectiveness as a flame retardant in polymer systems. This compound is particularly valued for its ability to impart fire resistance without significantly compromising the mechanical properties of the host material. Its well-defined structure ensures consistent performance in high-temperature environments, making it suitable for use in advanced materials, coatings, and electronic components requiring stringent fire safety standards.
3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol structure
27951-69-5 structure
Product Name:3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol
CAS No:27951-69-5
MF:C12H6Br4O4
MW:533.789640903473
MDL:MFCD00427055
CID:274967
PubChem ID:161587
Update Time:2025-06-08

3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol Chemical and Physical Properties

Names and Identifiers

    • [1,1'-Biphenyl]-2,2',4,4'-tetrol,3,3',5,5'-tetrabromo-
    • 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol
    • TEBROFEN
    • (1,1'-Biphenyl)-2,2',4,4'-tetrol, 3,3',5,5'-tetrabromo-
    • 3,3',5,5'-tetrabromo[1,1'-biphenyl]-2,2',4,4'-tetrol
    • 3,5,3',5'-tet
    • 3,5,3',5'-Tetrabrom-biphenyl-2,4,2',4'-tetraol
    • 3.5.3'.5'-Tetrabrom-2.4.2'.4'-tetraoxy-diphenyl
    • 3.5.3'.5'-Tetrabrom-biphenyltetrol-(2.4.2'.4')
    • AC1L4PPB
    • AC1Q25NX
    • Bi(3,5-dibromo-2,4-dihydroxyphenyl)
    • VS-07357
    • SCHEMBL7039369
    • AKOS005174553
    • 3,3',5,5'-Tetrabromo-[1,1'-biphenyl]-2,2',4,4'-tetraol
    • FT-0683939
    • 2,4-dibromo-6-(3,5-dibromo-2,4-dihydroxyphenyl)benzene-1,3-diol
    • 3,3',5,5'-TETRABROMO-[1,1'-BIPHENYL]-2,2',4,4'-TETROL
    • 2, 4-dibromo-6-(3, 5-dibromo-2, 4-dihydroxyphenyl)benzene-1, 3-diol
    • 3,3',5,5'-tetra-bromo-2,2',4,4'-tetrahydroxybiphenyl
    • 27951-69-5
    • DTXSID40182233
    • [1,1'-biphenyl]-2,2',4,4'-tetrol, 3,3',5,5'-tetrabromo-
    • MFCD00427055
    • DTXCID50104724
    • STK177252
    • 2,4-dibromo-6-(3,5-dibromo-2,4-dihydroxy-phenyl)benzene-1,3-diol
    • BBL023224
    • ALBB-014891
    • MDL: MFCD00427055
    • Inchi: 1S/C12H6Br4O4/c13-5-1-3(9(17)7(15)11(5)19)4-2-6(14)12(20)8(16)10(4)18/h1-2,17-20H
    • InChI Key: OCOSYMCDPNAWPA-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(=CC(=C1O)C1C=C(C(=C(C=1O)Br)O)Br)Br)O

Computed Properties

  • Exact Mass: 529.69978
  • Monoisotopic Mass: 529.69996g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 315
  • 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: 4.9
  • Topological Polar Surface Area: 80.9?2

Experimental Properties

  • PSA: 80.92

3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol Security Information

  • HazardClass:IRRITANT

3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol Pricemore >>

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3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:27951-69-5)3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol
Order Number:A1152767
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:19
Price ($):320.0

Additional information on 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol

Properties and Applications of 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol (CAS No. 27951-69-5)

3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol, identified by the Chemical Abstracts Service Number (CAS No.) 27951-69-5, is a specialized brominated biphenyl derivative with significant applications in modern chemical and material sciences. This compound, featuring four bromine atoms and four hydroxyl groups on a biphenyl core, exhibits unique structural and electronic properties that make it valuable in various industrial and research contexts.

The molecular structure of 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol consists of two benzene rings connected by a central phenolic bridge, with bromine atoms substituting at specific positions. This arrangement imparts high thermal stability and resistance to degradation, making it suitable for use in high-performance materials. The presence of multiple hydroxyl groups enhances its solubility in polar solvents and allows for further functionalization via chemical reactions.

In recent years, 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol has garnered attention in the field of advanced electronics due to its ability to form stable conductive polymers. Researchers have explored its potential as an intermediate in the synthesis of organic semiconductors and light-emitting diodes (OLEDs). The bromine atoms facilitate cross-linking reactions, enabling the formation of robust polymer networks with tailored electronic properties. These materials are particularly relevant in the development of flexible electronics and wearable devices.

Additionally, the compound has been investigated for its applications in photovoltaic technologies. Its electron-donating hydroxyl groups and electron-withdrawing bromine atoms create a favorable environment for charge transport, enhancing the efficiency of organic photovoltaic cells. Studies have demonstrated that incorporating 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol into bulk heterojunction solar cells can improve power conversion efficiencies by optimizing energy levels and reducing exciton dissociation.

The pharmaceutical industry has also shown interest in 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol as a potential scaffold for drug development. Its rigid biphenyl core provides a stable framework for medicinal chemistry modifications, while the hydroxyl and bromine substituents offer multiple sites for functional group interactions. Preliminary studies suggest that derivatives of this compound may exhibit anti-inflammatory or antioxidant properties due to their ability to modulate enzymatic pathways and cellular signaling.

From an environmental perspective, the stability of 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol makes it a candidate for use in flame-retardant applications. Unlike some traditional brominated flame retardants that have raised ecological concerns due to persistence and toxicity, this compound offers a more sustainable alternative. Its incorporation into polymers and coatings can enhance fire resistance without compromising material integrity or performance.

The synthesis of 3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol typically involves multi-step organic reactions starting from biphenyl precursors. Bromination followed by selective hydroxylation is a common approach to introduce the desired functional groups. Advances in catalytic methods have improved the efficiency and selectivity of these reactions, reducing byproducts and waste generation. Such improvements align with green chemistry principles, making the production process more environmentally friendly.

In conclusion, 3,3',5,5' - Tetrabromobiphenyl - 2, 2', 4, 4' - tetrol (CAS No. 27951 - 69 - 5) is a versatile compound with broad applications across multiple industries. Its unique structural features enable use in electronics、 photovoltaics、 pharmaceuticals, and flame retardants, among others. Ongoing research continues to uncover new possibilities for this molecule, reinforcing its importance as a building block in modern chemistry.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:27951-69-5)3,3',5,5'-Tetrabromobiphenyl-2,2',4,4'-tetrol
A1152767
Purity:99%
Quantity:1g
Price ($):320.0
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