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CS-W001157 4
Total: USD 88.00

4-Ethynylpyridine

  • CAS No. 2510-22-7

  • Cat. No. CS-W004709
  • Purity≥98%
  • MDL No.MFCD04038420

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

4-Ethynylpyridine|CS-W004709

Structure of 2510-22-7

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General Information

  • CAS No. 2510-22-7
  • Cat. No. CS-W004709
  • Purity ≥98%
  • MDL No. MFCD04038420
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N
  • Molecular Weight 103.12
  • Synonym(s) pyridine, 4-ethynyl-
  • SMILES C#CC1=CC=NC=C1

Description

4-Ethynylpyridine delivers a reactive alkyne handle positioned para to the pyridine nitrogen, enabling efficient copper-catalyzed click conjugation. This bench-stable, moisture-tolerant reagent integrates readily into bioconjugation workflows and synthetic routes requiring orthogonal functionalization.

Application

4-Ethynylpyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated heteroaryl systems. Its terminal alkyne functionality facilitates reliable Sonogashira and Glaser-type couplings, while the pyridine nitrogen provides orthogonal coordination for palladium or copper catalysis. The compound exhibits excellent bench stability and is readily purified by distillation, making it well-suited for scalable synthesis of pharmaceutical intermediates and functional materials.

Synthesis

  • Route1
    • 4-[(Trimethylsilyl)ethynyl]pyridine|CS-0158145
      133810-35-2
    • ~90%
    • In-stock
      4-Ethynylpyridine|CS-W004709
      2510-22-7

    References

    • Xu, Dan; Zhu, Wei; An, Qi; Li, Weina; Li, Xuesong; Yang, Haowei; Yin, Jinxiang; Li, Guangtao Chemical Communications, 2012 , vol. 48, # 29 p. 3494 - 3496
  • Route2
    • null|null
      2973-30-0
    • 4-[(Trimethylsilyl)ethynyl]pyridine|CS-0158145
      133810-35-2
    • ~14%
    • In-stock
      4-Ethynylpyridine|CS-W004709
      2510-22-7
    • null|null
      359647-68-0

    References

    • WO2003/91226 A1, ; Page/Page column 49 ; WO 03/091226 A1
  • Route3

    References

    • Ciana, Leopoldo Della; Haim, Albert Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 607 - 608

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   1.0629
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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