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CS-W001157 4
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[1,1':4',1''-Terphenyl]-3,3'',5,5''-tetracarboxylic acid

  • CAS No. 921619-89-8

  • Cat. No. CS-0110043
  • Molecule weight406.35
  • Purity≥96%
  • MDL No.MFCD16875674

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

[1,1':4',1''-Terphenyl]-3,3'',5,5''-tetracarboxylic acid|CS-0110043

Structure of 921619-89-8

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General Information

  • CAS No. 921619-89-8
  • Cat. No. CS-0110043
  • Purity ≥96%
  • MDL No. MFCD16875674
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₁₄O₈
  • Molecular Weight 406.35
  • Synonym(s) p-Terphenyl-3,3'',5,5''-tetracarboxylic acid
  • SMILES O=C(O)C=1C=C(C=C(C1)C=2C=CC(=CC2)C3=CC(=CC(=C3)C(=O)O)C(=O)O)C(=O)O

Description

This terphenyl-based polycarboxylic acid features a rigid, planar architecture with four carboxylate groups positioned at the 3,3'',5,5''-sites, enabling strong metal coordination and robust framework formation. The extended π-conjugation enhances electronic delocalization, while the sterically defined geometry supports precise spatial control in supramolecular assembly.

Application

[1,1':4',1''-Terphenyl]-3,3'',5,5''-tetracarboxylic acid serves as a robust, multi-functional scaffold for constructing extended π-conjugated systems. Its four carboxylic acid groups enable versatile derivatization via esterification, amide coupling, or metal coordination, facilitating applications in materials chemistry and supramolecular assembly. The rigid terphenyl core ensures excellent thermal stability and planarity, supporting efficient charge transport in organic electronic devices. Bench-stable and amenable to standard purification methods, it functions reliably in high-precision synthetic workflows.

Synthesis

  • Route1

    References

    • Lin, Xiang; Jia, Junhua; Zhao, Xuebo; Thomas, K. Mark; Blake, Alexander J.; Walker, Gavin S.; Champness, Neil R.; Hubberstey, Peter; Schroeder, Martin Angewandte Chemie - International Edition, 2006 , vol. 45, # 44 p. 7358 - 7364
  • Route2
    • null|null
      1415325-73-3
    • ~93%
    • In-stock
      [1,1':4',1''-Terphenyl]-3,3'',5,5''-tetracarboxylic acid|CS-0110043
      921619-89-8

    References

    • Park, Jinhee; Wang, Zhiyong U.; Sun, Lin-Bing; Chen, Ying-Pin; Zhou, Hong-Cai Journal of the American Chemical Society, 2012 , vol. 134, # 49 p. 20110 - 20116
  • Route3

    References

    • Park, Jinhee; Wang, Zhiyong U.; Sun, Lin-Bing; Chen, Ying-Pin; Zhou, Hong-Cai Journal of the American Chemical Society, 2012 , vol. 134, # 49 p. 20110 - 20116

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H319-H350-H360-H413
Precautionary Statements : P264-P273-P280-P405-P501

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Computational Chemistry Data

  • TPSA   149.2
  • LogP   3.8134
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   6

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