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CS-W001157 4
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[2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid

  • CAS No. 216018-58-5

  • Cat. No. CS-W004601
  • Molecule weight365.30
  • Purity≥95%
  • MDL No.MFCD06796963

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

[2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid|CS-W004601

Structure of 216018-58-5

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General Information

  • CAS No. 216018-58-5
  • Cat. No. CS-W004601
  • Purity ≥95%
  • MDL No. MFCD06796963
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₁N₃O₆
  • Molecular Weight 365.30
  • Synonym(s) None
  • SMILES O=C(O)C=1C=CN=C(C1)C=2N=C(C=C(C2)C(=O)O)C=3N=CC=C(C3)C(=O)O

Description

This tricarboxylated terpyridine derivative features three carboxylic acid groups positioned at the 4,4',4''-positions, enabling strong metal chelation and enhanced solubility in aqueous media. The rigid, electron-deficient terpyridine core facilitates coordination with transition metals, making it ideal for constructing functional coordination polymers and supramolecular architectures under standard conditions.

Application

[2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid serves as a versatile tridentate ligand scaffold for coordination chemistry, enabling stable metal complex formation with transition metals such as Ru(II), Fe(II), and Zn(II). Its three carboxylic acid groups enhance solubility in polar solvents and facilitate conjugation or immobilization via standard amide coupling. The molecule exhibits excellent bench stability and clean purification profiles, making it well-suited for applications in catalysis, luminescent materials, and molecular sensing.

Synthesis

  • Route1
    • 4,4',4''-Triethyl-2,2':6',2''-terpyridine|CS-0203111
      33354-77-7
    • ~37%
    • In-stock
      [2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid|CS-W004601
      216018-58-5

    References

    • Dehaudt, Jeremy; Husson, Jerome; Guyard, Laurent Green Chemistry, 2011 , vol. 13, # 12 p. 3337 - 3340
  • Route2

    References

    • Nazeeruddin; Pechy; Graetzel Chemical Communications, 1997 , # 18 p. 1705 - 1706
  • Route3
    • null|null
      98-01-1
    • In-stock
      Ethyl 2-acetylisonicotinate|CS-0151773
      25028-32-4
    • ~%
    • In-stock
      [2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid|CS-W004601
      216018-58-5

    References

    • Dehaudt, Jeremy; Husson, Jerome; Guyard, Laurent Green Chemistry, 2011 , vol. 13, # 12 p. 3337 - 3340

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

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Computational Chemistry Data

  • TPSA   150.57
  • LogP   2.3002
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   5

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