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CS-W001157 4
Total: USD 88.00

[1,1'-Biphenyl]-4-carboxylic acid

  • CAS No. 92-92-2

  • Cat. No. CS-D1119
  • Purity≥97%
  • MDL No.MFCD00002553

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

[1,1'-Biphenyl]-4-carboxylic acid|CS-D1119

Structure of 92-92-2

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General Information

  • CAS No. 92-92-2
  • Cat. No. CS-D1119
  • Purity ≥97%
  • MDL No. MFCD00002553
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀O₂
  • Molecular Weight 198.22
  • Synonym(s) Potassium biphenyl-4-carboxylate
  • SMILES O=C(O)C=1C=CC(=CC1)C=2C=CC=CC2

Description

1,1'-Biphenyl]-4-carboxylic acid features a rigid biphenyl scaffold with a carboxylic acid group at the para position, enabling strong π-stacking and directional assembly in supramolecular systems. This structure supports integration into functional materials, catalytic frameworks, and pharmaceutical intermediates due to its planar geometry and polar functionality.

Application

[1,1'-Biphenyl]-4-carboxylic acid serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of biaryl-containing pharmaceuticals and functional polymers. Its carboxylic acid functionality facilitates direct coupling reactions, including amide formation and esterification, while the biphenyl core provides structural rigidity and π-conjugation. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • Gallon, Benjamin J.; Kojima, Robert W.; Kaner, Richard B.; Diaconescu, Paula L. Angewandte Chemie - International Edition, 2007 , vol. 46, # 38 p. 7251 - 7254
  • Route2
    • null|null
      124-38-9
    • In-stock
      2-([1,1'-Biphenyl]-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane|CS-0511235
      5123-05-7
    • ~95%
    • In-stock
      [1,1'-Biphenyl]-4-carboxylic acid|CS-D1119
      92-92-2

    References

    • Ohishi, Takeshi; Nishiura, Masayoshi; Hou, Zhaomin Angewandte Chemie - International Edition, 2008 , vol. 47, # 31 p. 5792 - 5795
  • Route3

    References

    • Liu, Leifang; Wang, Wendi; Xiao, Chuanyong Journal of Organometallic Chemistry, 2014 , vol. 749, p. 83 - 87

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.0518
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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