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CS-W001157 4
Total: USD 88.00

4-([2,2':6',2''-Terpyridin]-4'-yl)benzoic acid

  • CAS No. 158014-74-5

  • Cat. No. CS-W004600
  • Purity≥95%
  • MDL No.MFCD22056799

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

4-([2,2':6',2''-Terpyridin]-4'-yl)benzoic acid|CS-W004600

Structure of 158014-74-5

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General Information

  • CAS No. 158014-74-5
  • Cat. No. CS-W004600
  • Purity ≥95%
  • MDL No. MFCD22056799
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₁₅N₃O₂
  • Molecular Weight 353.38
  • Synonym(s) 4'-(4-Carboxyphenyl)-2,2':6',2''-terpyridine
  • SMILES O=C(O)C1=CC=C(C=C1)C2=CC(=NC(=C2)C3=NC=CC=C3)C4=NC=CC=C4

Description

This terpyridine-functionalized benzoic acid integrates a rigid, multidentate ligand platform with a carboxylic acid handle, enabling robust coordination to transition metals and facile conjugation in supramolecular architectures.

Application

4-([2,2':6',2''-Terpyridin]-4'-yl)benzoic acid serves as a versatile ligand scaffold in coordination chemistry, enabling robust metal binding through its extended terpyridine moiety. The carboxylic acid group facilitates conjugation and derivatization, enhancing solubility and functionalization options. Its rigid, planar structure promotes stable complex formation with transition metals, making it valuable for catalysis, luminescent materials, and molecular architectures.

Synthesis

  • Route1
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • In-stock
      4-Formylbenzoic acid|CS-W018162
      619-66-9
    • ~80%
    • In-stock
      4-([2,2':6',2''-Terpyridin]-4'-yl)benzoic acid|CS-W004600
      158014-74-5

    References

    • Stublla, Arta; Potvin, Pierre G. European Journal of Inorganic Chemistry, 2010 , # 19 p. 3040 - 3050
  • Route2

    References

    • Duprez, Virginie; Krebs, Frederik C. Tetrahedron Letters, 2006 , vol. 47, # 22 p. 3785 - 3789
  • Route3
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • In-stock
      Methyl 4-formylbenzoate|CS-W009013
      1571-08-0
    • ~47%
    • In-stock
      4-([2,2':6',2''-Terpyridin]-4'-yl)benzoic acid|CS-W004600
      158014-74-5

    References

    • Constable, Edwin C.; Dunphy, Emma L.; Housecroft, Catherine E.; Neuburger, Markus; Schaffner, Silvia; Schaper, Frank; Batten, Stuart R. Dalton Transactions, 2007 , # 38 p. 4323 - 4332

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   75.97
  • LogP   4.5708
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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