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4,4'-(1,10-Phenanthroline-2,9-diyl)dibenzaldehyde

  • CAS No. 120085-99-6

  • Cat. No. CS-0110919
  • Molecule weight388.42
  • Purity≥96%
  • MDL No.MFCD31539985

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

4,4'-(1,10-Phenanthroline-2,9-diyl)dibenzaldehyde|CS-0110919

Structure of 120085-99-6

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General Information

  • CAS No. 120085-99-6
  • Cat. No. CS-0110919
  • Purity ≥96%
  • MDL No. MFCD31539985
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₁₆N₂O₂
  • Molecular Weight 388.42
  • Synonym(s) 4,4-(1,10-Phenanthroline-2,9-diyl)bis[benzaldehyde
  • SMILES O=CC1=CC=C(C=C1)C2=CC=C3C=CC4=CC=C(N=C4C3=N2)C5=CC=C(C=O)C=C5

Description

This phenanthroline-linked dibenzaldehyde integrates rigid aromatic scaffolding with two aldehyde functionalities, enabling precise coordination in metal-ligand assemblies. The extended π-system enhances charge transfer properties, while the orthogonal aldehyde groups facilitate sequential functionalization in multicomponent syntheses.

Application

4,4'-(1,10-Phenanthroline-2,9-diyl)dibenzaldehyde serves as a versatile chelating ligand in transition metal catalysis and coordination chemistry. Its dual aldehyde functionalities enable efficient imine formation and facilitate the construction of polycyclic architectures. The rigid phenanthroline backbone provides strong metal binding affinity, while the aldehyde groups offer handles for downstream functionalization via condensation or reductive amination. This compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for use in catalyst design and molecular scaffold development.

Synthesis

  • Route1
    • 2-((4-Bromobenzyl)oxy)tetrahydro-2H-pyran|CS-0694501
      17100-68-4
    • ~%
    • In-stock
      4,4'-(1,10-Phenanthroline-2,9-diyl)dibenzaldehyde|CS-0110919
      120085-99-6

    References

    • Alonso-Vante, Nicolas; Nierengarten, Jean-Francois; Sauvage, Jean-Pierre Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1994 ,  # 11  p. 1649 - 1654

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   59.92
  • LogP   5.742
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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