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CS-W001157 4
Total: USD 88.00

6-Ethynylquinoline

  • CAS No. 78593-41-6

  • Cat. No. CS-0102197
  • Molecule weight153.18
  • Purity≥97%
  • MDL No.MFCD13189810

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

6-Ethynylquinoline|CS-0102197

Structure of 78593-41-6

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General Information

  • CAS No. 78593-41-6
  • Cat. No. CS-0102197
  • Purity ≥97%
  • MDL No. MFCD13189810
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇N
  • Molecular Weight 153.18
  • Synonym(s) 6-ETHYNYL-QUINOLINE
  • SMILES C#CC1=CC=C2N=CC=CC2=C1

Description

6-Ethynylquinoline serves as a modular building block for constructing conjugated architectures in synthetic organic chemistry. The terminal alkyne moiety enables efficient coupling reactions, while the quinoline core provides electron-deficient character and enhanced planarity. This combination facilitates integration into functional materials and pharmaceutical intermediates under standard conditions.

Application

6-Ethynylquinoline serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated heteroaryl systems. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and tolerates a range of functional groups, facilitating straightforward purification and integration into complex molecular architectures. This compound functions effectively in Sonogashira and related cross-coupling protocols, providing reliable routes to extended π-conjugated scaffolds relevant to materials science and medicinal chemistry applications.

Synthesis

  • Route1
    • 6-((Trimethylsilyl)ethynyl)quinoline|CS-0574548
      683774-32-5
    • ~91%
    • In-stock
      6-Ethynylquinoline|CS-0102197
      78593-41-6

    References

    • Gulykina; Dolgina; Bondarenko; Beletskaya Russian Journal of Organic Chemistry, 2003 , vol. 39, # 6 p. 797 - 806
  • Route2
    • null|null
      78593-36-9
    • ~97%
    • In-stock
      6-Ethynylquinoline|CS-0102197
      78593-41-6

    References

    • Ames, D. E.; Bull, D.; Takundwa, C. Synthesis, 1981 , # 5 p. 364 - 365

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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