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CS-W001157 4
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2-Ethynyl-3-fluoropyridine

  • CAS No. 1401685-43-5

  • Cat. No. CS-0090831
  • Molecule weight121.11
  • Purity≥97%
  • MDL No.None

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

2-Ethynyl-3-fluoropyridine|CS-0090831

Structure of 1401685-43-5

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General Information

  • CAS No. 1401685-43-5
  • Cat. No. CS-0090831
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FN
  • Molecular Weight 121.11
  • Synonym(s) None
  • SMILES FC1=CC=CN=C1C#C

Description

2-Ethynyl-3-fluoropyridine is a bench-stable, moisture-tolerant building block featuring a conjugated alkyne group ortho to a fluorine-substituted pyridine ring. This configuration enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, facilitating rapid incorporation into bioconjugates and functional materials. The electron-deficient heterocycle enhances reactivity in cross-coupling processes, while the fluorine atom provides tunable electronic effects for molecular design.

Application

2-Ethynyl-3-fluoropyridine serves as a versatile building block for transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridines and heterocyclic scaffolds. Its orthogonal reactivity profile—combining a terminal alkyne with an electron-deficient fluoropyridine ring—facilitates reliable Sonogashira couplings and palladium-catalyzed cross-couplings under mild conditions. The compound exhibits excellent bench stability, ease of handling, and compatibility with diverse functional groups, making it ideal for iterative synthesis in medicinal chemistry and materials science applications.

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-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.202
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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