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CS-W001157 4
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2-Ethynyl-6-methoxypyridine

  • CAS No. 512197-92-1

  • Cat. No. CS-0037747
  • Purity≥98%
  • MDL No.MFCD11109683

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

2-Ethynyl-6-methoxypyridine|CS-0037747

Structure of 512197-92-1

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General Information

  • CAS No. 512197-92-1
  • Cat. No. CS-0037747
  • Purity ≥98%
  • MDL No. MFCD11109683
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) Pyridine, 2-ethynyl-6-methoxy- (9CI)
  • SMILES C#CC1=CC=CC(=N1)OC

Description

2-Ethynyl-6-methoxypyridine features a conjugated alkyne tethered to a pyridine ring bearing a methoxy group, enabling efficient coupling in transition-metal-catalyzed reactions. The electron-rich pyridine core enhances reactivity in cross-coupling processes, while the pendant alkyne facilitates downstream functionalization via click chemistry or Sonogashira protocols. This scaffold offers robust stability under standard handling conditions and integrates seamlessly into complex molecular architectures.

Application

2-Ethynyl-6-methoxypyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridine scaffolds. Its ethynyl group exhibits high reactivity in Sonogashira and Glaser couplings, while the methoxy substituent provides moderate electron-donating character and enhances solubility. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited 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-H315-H320-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   22.12
  • LogP   1.0715
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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