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CS-W001157 4
Total: USD 88.00

[1,1'-Biphenyl]-3,3',5,5'-tetracarboxylic acid

  • CAS No. 4371-28-2

  • Cat. No. CS-W018437
  • Purity≥95%
  • MDL No.MFCD16621475

*For research and further manufacturing use only, not for direct human use.

[1,1'-Biphenyl]-3,3',5,5'-tetracarboxylic acid|CS-W018437

Structure of 4371-28-2

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General Information

  • CAS No. 4371-28-2
  • Cat. No. CS-W018437
  • Purity ≥95%
  • MDL No. MFCD16621475
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₀O₈
  • Molecular Weight 330.25
  • Synonym(s) Biphenyl-3,3',5,5'-tetracarboxylic acid fandachem
  • SMILES O=C(O)C=1C=C(C=C(C1)C=2C=C(C=C(C2)C(=O)O)C(=O)O)C(=O)O

Description

This tetracarboxylic acid features a rigid biphenyl core with electron-deficient aryl rings, enabling robust coordination in metal-organic frameworks. The four carboxylate groups offer versatile binding modes for constructing high-surface-area porous materials under standard conditions.

Application

[1,1'-Biphenyl]-3,3',5,5'-tetracarboxylic acid serves as a versatile, bench-stable building block for the construction of functionalized heterocycles and conjugated polymers. Its four carboxylic acid groups enable efficient coupling reactions under standard conditions, facilitating modular assembly of complex architectures with high regiocontrol. The molecule exhibits excellent functional group tolerance and purification compatibility, making it well-suited for applications in materials science and medicinal chemistry scaffolds.

Synthesis

  • Route1
    • null|null
      109936-20-1
    • ~91%
    • In-stock
      [1,1'-Biphenyl]-3,3',5,5'-tetracarboxylic acid|CS-W018437
      4371-28-2

    References

    • Technische Universitaet Carolo-Wilhelmina zu Braunschweig Patent: EP1972338 A1, 2008 ; Location in patent: Page/Page column 14 ;
  • Route2

    References

    • Lin, Xiang; Telepeni, Irvin; Blake, Alexander J.; Dailly, Anne; Brown, Craig M.; Simmons, Jason M.; Zoppi, Marco; Walker, Gavin S.; Thomas, K. Mark; Mays, Timothy J.; Hubberstey, Peter; Champness, Neil R.; Schroeder, Martin Journal of the American Chemical Society, 2009 , vol. 131, # 6 p. 2159 - 2171
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    References

    • Mazik, Monika; Koenig, Alexander Journal of Organic Chemistry, 2006 , vol. 71, # 20 p. 7854 - 7857

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H400
Precautionary Statements : P273-P391-P501

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Computational Chemistry Data

  • TPSA   149.2
  • LogP   2.1464
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   5

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