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CS-W001157 4
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5-Chloro-2-ethynylpyridine

  • CAS No. 1196153-33-9

  • Cat. No. CS-0158551
  • Purity≥97%
  • MDL No.None

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

5-Chloro-2-ethynylpyridine|CS-0158551

Structure of 1196153-33-9

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General Information

  • CAS No. 1196153-33-9
  • Cat. No. CS-0158551
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClN
  • Molecular Weight 137.57
  • Synonym(s) (5-Chloropyridin-2-yl)acetylene
  • SMILES C#CC1=NC=C(C=C1)Cl

Description

5-Chloro-2-ethynylpyridine features a strategically positioned ethynyl group flanked by a chlorine atom and a pyridine nitrogen, enabling selective coupling reactions. This electron-deficient alkyne integrates readily into click chemistry workflows and serves as a key scaffold for bioconjugation and medicinal chemistry applications.

Application

5-Chloro-2-ethynylpyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to functionalized pyridyl architectures. The ethynyl group facilitates Sonogashira and Glaser-type couplings, while the chloropyridine moiety supports palladium-catalyzed cross-couplings such as Suzuki-Miyaura and Negishi reactions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.7163
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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