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CS-W001157 4
Total: USD 88.00

4'-(4-Bromophenyl)-2,6':2',2''-terpyridine

  • CAS No. 89972-76-9

  • Cat. No. CS-W004602
  • Purity≥95%
  • MDL No.MFCD06796984

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

4'-(4-Bromophenyl)-2,6':2',2''-terpyridine|CS-W004602

Structure of 89972-76-9

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General Information

  • CAS No. 89972-76-9
  • Cat. No. CS-W004602
  • Purity ≥95%
  • MDL No. MFCD06796984
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₄BrN₃
  • Molecular Weight 388.27
  • Synonym(s) 4'-(4-Bromophenyl)-α,α',α''-tripyridyl
  • SMILES BrC1=CC=C(C=C1)C2=CC(=NC(=C2)C3=NC=CC=C3)C4=NC=CC=C4

Description

4'-(4-Bromophenyl)-2,6':2',2''-terpyridine features a brominated phenyl group appended to the terpyridine core, enhancing its utility in coordination chemistry. This electron-deficient ligand integrates readily into transition metal complexes, offering tunable electronic properties for catalysis and materials applications.

Application

4'-(4-Bromophenyl)-2,6':2',2''-terpyridine serves as a versatile building block in transition metal-catalyzed coupling reactions, enabling the construction of conjugated ligands and functionalized heterocycles. The bromophenyl substituent provides a reliable handle for palladium-mediated cross-coupling, while the terpyridine core offers strong chelation to metals, making it valuable in coordination chemistry and materials science applications. Bench-stable and readily purified by column chromatography, it facilitates efficient synthesis of advanced molecular architectures.

Synthesis

  • Route1
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • In-stock
      4-Bromobenzaldehyde|CS-W001138
      1122-91-4
    • ~92%
    • In-stock
      4'-(4-Bromophenyl)-2,6':2',2''-terpyridine|CS-W004602
      89972-76-9

    References

    • Tu, Shujiang; Jia, Runhong; Jiang, Bo; Zhang, Junyong; Zhang, Yan; Yao, Changsheng; Ji, Shunjun Tetrahedron, 2007 , vol. 63, # 2 p. 381 - 388
  • Route2
    • In-stock
      1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide|CS-0450337
      26482-00-8
    • null|null
      16232-01-2
    • ~86%
    • In-stock
      4'-(4-Bromophenyl)-2,6':2',2''-terpyridine|CS-W004602
      89972-76-9

    References

    • Mutai, Toshiki; Cheon, Jin-Dong; Arita, Shinpei; Araki, Koji Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 7 p. 1045 - 1050
  • Route3
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • ~%
    • In-stock
      4'-(4-Bromophenyl)-2,6':2',2''-terpyridine|CS-W004602
      89972-76-9

    References

    • Synthesis, , # 17 p. 2873 - 2878

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.67
  • LogP   5.6351
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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