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CS-W001157 4
Total: USD 88.00

3-Ethynylquinoline

  • CAS No. 78593-40-5

  • Cat. No. CS-0102193
  • Molecule weight153.18
  • Purity≥97%
  • MDL No.None

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

3-Ethynylquinoline|CS-0102193

Structure of 78593-40-5

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General Information

  • CAS No. 78593-40-5
  • Cat. No. CS-0102193
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇N
  • Molecular Weight 153.18
  • Synonym(s) 3-ETHYNYL-QUINOLINE
  • SMILES C#CC1=CC2=CC=CC=C2N=C1

Description

3-Ethynylquinoline is a versatile heterocyclic building block featuring an electron-deficient quinoline core paired with a terminal alkyne group. This combination enables efficient copper-catalyzed coupling reactions, facilitating the integration of complex molecular architectures in synthetic organic chemistry and materials science applications.

Application

3-Ethynylquinoline serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated π-systems and functionalized heterocycles. Its terminal alkyne functionality exhibits high stability under ambient conditions and compatibility with palladium- and copper-mediated transformations, facilitating straightforward incorporation into complex molecular architectures. The quinoline core provides enhanced solubility and electronic properties beneficial for synthetic and medicinal chemistry applications.

Synthesis

  • Route1
    • 3-((Trimethylsilyl)ethynyl)quinoline|CS-1059960
      86521-08-6
    • ~97%
    • In-stock
      3-Ethynylquinoline|CS-0102193
      78593-40-5

    References

    • ATHERSYS, INC. Patent: WO2006/71750 A1, 2006 ; Location in patent: Page/Page column 19 ; WO 2006/071750 A1
  • Route2

    References

    • 3-Dimensional Pharmaceuticals, Inc. Patent: US2002/169200 A1, 2002 ;
  • Route3
    • 2-Methyl-4-(quinolin-3-yl)but-3-yn-2-ol|CS-1153215
      78625-06-6
    • ~94%
    • In-stock
      3-Ethynylquinoline|CS-0102193
      78593-40-5

    References

    • Smeyanov, Alexey; Schmidt, Andreas Synthetic Communications, 2013 , vol. 43, # 20 p. 2809 - 2816

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   12.89
  • LogP   2.2161
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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