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CS-W001157 4
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4,4'-Diethynyl-2,2'-bipyridine

  • CAS No. 133810-44-3

  • Cat. No. CS-0132664
  • Purity≥95%
  • MDL No.None

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

4,4'-Diethynyl-2,2'-bipyridine|CS-0132664

Structure of 133810-44-3

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General Information

  • CAS No. 133810-44-3
  • Cat. No. CS-0132664
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈N₂
  • Molecular Weight 204.23
  • Synonym(s) 2,2'-Bipyridine, 4,4'-diethynyl-
  • SMILES C#CC1=CC(C2=NC=CC(C#C)=C2)=NC=C1

Description

4,4'-Diethynyl-2,2'-bipyridine features two ethynyl groups at the 4 and 4' positions of a bipyridine scaffold, enabling efficient coupling in Sonogashira reactions. The rigid, planar structure facilitates π-conjugation, making it ideal for constructing extended conjugated systems in organic electronics and coordination polymers. This derivative exhibits excellent stability under standard conditions and integrates readily into molecular architectures requiring precise spatial control.

Application

4,4'-Diethynyl-2,2'-bipyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling the construction of conjugated oligomers and functionalized heterocyclic architectures. Its dual terminal alkyne groups exhibit high reactivity in Sonogashira and Glaser-type couplings, offering excellent functional group tolerance and bench stability. The bipyridyl core provides strong metal-chelating ability, making it valuable for coordination-driven assembly and materials applications requiring robust π-conjugation.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.1062
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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