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1,1′-Bis(4-aminophenyl)-[4,4′-bipyridine]-1,1′-diium chloride

  • CAS No. 222973-24-2

  • Cat. No. CS-0170550
  • Molecule weight411.33
  • Purity≥98%
  • MDL No.None

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

1,1′-Bis(4-aminophenyl)-[4,4′-bipyridine]-1,1′-diium chloride|CS-0170550

Structure of 222973-24-2

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General Information

  • CAS No. 222973-24-2
  • Cat. No. CS-0170550
  • Purity ≥98%
  • MDL No. None
  • Storage RT, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₀Cl₂N₄
  • Molecular Weight 411.33
  • Synonym(s) 1,1'-Bis(4-aminophenyl)-4,4'-bipyridinium dichloride
  • SMILES NC1=CC=C([N+]2=CC=C(C3=CC=[N+](C4=CC=C(N)C=C4)C=C3)C=C2)C=C1.[Cl-].[Cl-]

Description

This bipyridinium salt features two para-aminophenyl groups flanking a central 4,4′-bipyridine core, delivering enhanced solubility and redox activity. The dual amine functionalities enable facile conjugation in supramolecular architectures and electroactive materials. Stable under standard bench conditions, it serves as a robust building block for functionalized organic semiconductors and molecular recognition systems.

Application

1,1′-Bis(4-aminophenyl)-[4,4′-bipyridine]-1,1′-diium chloride serves as a versatile bis-arylamine building block for constructing conjugated architectures. Its dual aniline functionalities enable facile coupling reactions, including Suzuki-Miyaura and Ullmann-type transformations, while the bipyridinium core provides structural rigidity and enhanced solubility. The chloride counterion facilitates purification and handling, making it suitable for use in organic synthesis, materials science, and functional dye development.

Safety Information

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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   59.8
  • LogP   -2.9206
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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