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4,4'-((2,5-Dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzaldehyde

  • CAS No. 1190963-83-7

  • Cat. No. CS-0110477
  • Molecule weight394.42
  • Purity≥97%
  • MDL No.None

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

4,4'-((2,5-Dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzaldehyde|CS-0110477

Structure of 1190963-83-7

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General Information

  • CAS No. 1190963-83-7
  • Cat. No. CS-0110477
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₁₈O₄
  • Molecular Weight 394.42
  • Synonym(s) 4,4'-[(2,5-dimethoxy-1,4-phenylene)di-2,1-ethynediyl]bis-Benzaldehyde
  • SMILES COC1=C(C=C(C(C#CC2=CC=C(C=O)C=C2)=C1)OC)C#CC3=CC=C(C=O)C=C3

Description

This 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzaldehyde features a rigid, electron-rich conjugated backbone with dual aldehyde functionalities positioned at para-extended termini. The dimethoxy-substituted phenylene bridge enhances solubility and electronic delocalization, while the ethynylene linkages provide structural rigidity and facilitate efficient π-conjugation. This architecture supports applications in organic electronics and molecular scaffold design, offering predictable spatial orientation and robust stability under standard bench conditions.

Application

4,4'-((2,5-Dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzaldehyde serves as a versatile bis-aldehyde building block for conjugated molecular architectures. Its two aldehyde groups, flanked by electron-donating dimethoxy substituents and rigid ethynylene linkages, enable reliable Diels-Alder cycloadditions, metal-catalyzed cross-couplings, and Schiff base formation. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for the synthesis of functionalized heterocycles and advanced organic materials.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   4.1284
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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