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CS-W001157 4
Total: USD 88.00

4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid

  • CAS No. 725-14-4

  • Cat. No. CS-0200151
  • Purity≥95%
  • MDL No.None

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

4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid|CS-0200151

Structure of 725-14-4

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General Information

  • CAS No. 725-14-4
  • Cat. No. CS-0200151
  • Purity ≥95%
  • 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) 4'-METHOXY-BIPHENYL-4-CARBOXYLIC ACID
  • SMILES COC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)O

Description

4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid features a para-methoxy-substituted biphenyl scaffold paired with a carboxylic acid handle, enabling direct integration into coupling reactions. The electron-donating methoxy group enhances solubility and modulates electronic properties for applications in pharmaceutical intermediates and functional materials.

Application

4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized biaryl scaffolds. Its carboxylic acid group facilitates direct coupling reactions, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits excellent bench stability and is compatible with standard amide bond formation, Suzuki-Miyaura coupling, and other cross-coupling protocols, making it well-suited for iterative synthesis of complex molecular architectures.

Synthesis

  • Route1

    References

    • Bernini, Roberta; Cacchi, Sandro; Fabrizi, Giancarlo; Forte, Giovanni; Petrucci, Francesco; Prastaro, Alessandro; Niembro, Sandra; Shafir, Alexandr; Vallribera, Adelina Green Chemistry, 2010 , vol. 12, # 1 p. 150 - 158
  • Route2

    References

    • Boehringer Ingelheim International GmbH Patent: US2004/242572 A1, 2004 ; Location in patent: Page/Page column 57 ;
  • Route3

    References

    • Liu, Shiwen; Lv, Meiyun; Xiao, Daoan; Li, Xiaogang; Zhou, Xiuling; Guo, Mengping Organic and Biomolecular Chemistry, 2014 , vol. 12, # 25 p. 4511 - 4516

Safety Information

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

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   3.0604
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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