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CS-W001157 4
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2-([1,1'-Biphenyl]-2-yloxy)acetic acid

  • CAS No. 5348-75-4

  • Cat. No. CS-0369115
  • Molecule weight228.24
  • Purity≥98%
  • MDL No.None

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

2-([1,1'-Biphenyl]-2-yloxy)acetic acid|CS-0369115

Structure of 5348-75-4

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General Information

  • CAS No. 5348-75-4
  • Cat. No. CS-0369115
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₃
  • Molecular Weight 228.24
  • Synonym(s) (Biphenyl-2-yloxy)acetic acid
  • SMILES O=C(COC1=C(C2=CC=CC=C2)C=CC=C1)O

Description

This biphenyl ether-acetic acid derivative features a rigid, planar aryl linkage that enhances π-conjugation and improves metabolic stability. The terminal carboxylic acid group enables direct conjugation or derivatization in synthetic routes. Designed for bioconjugation applications, it offers enhanced solubility and robustness under standard reaction conditions.

Application

2-([1,1'-Biphenyl]-2-yloxy)acetic acid serves as a versatile building block for constructing biaryl-containing scaffolds in medicinal chemistry and materials science. Its biphenyl ether functionality provides enhanced metabolic stability and rigidity, while the carboxylic acid group enables facile derivatization via esterification, amide coupling, or activation for cross-coupling reactions. The compound exhibits good bench stability and is compatible with standard purification techniques, facilitating integration into multi-step syntheses.

Synthesis

  • Route1
    • null|null
      473678-92-1
    • ~77%
    • In-stock
      2-([1,1'-Biphenyl]-2-yloxy)acetic acid|CS-0369115
      5348-75-4

    References

    • VICURON PHARMACEUTICALS INC. Patent: US2006/211603 A1, 2006 ; Location in patent: Page/Page column 40; 58 ;
  • Route2
    • null|null
      79-08-3
    • null|null
      90-43-7
    • ~90%
    • In-stock
      2-([1,1'-Biphenyl]-2-yloxy)acetic acid|CS-0369115
      5348-75-4

    References

    • Pinter, Aron; Klussmann, Martin Advanced Synthesis and Catalysis, 2012 , vol. 354, # 4 p. 701 - 711
  • Route3
    • null|null
      305129-29-7
    • ~70%
    • In-stock
      2-([1,1'-Biphenyl]-2-yloxy)acetic acid|CS-0369115
      5348-75-4

    References

    • Manley, David W.; McBurney, Roy T.; Miller, Phillip; Walton, John C.; Mills, Andrew; O'Rourke, Christopher Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1386 - 1398

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-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.817
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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