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5-Ethynylpyridin-2-ol

  • CAS No. 1196156-05-4

  • Cat. No. CS-0046193
  • Purity≥95%
  • MDL No.MFCD13189728

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

5-Ethynylpyridin-2-ol|CS-0046193

Structure of 1196156-05-4

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General Information

  • CAS No. 1196156-05-4
  • Cat. No. CS-0046193
  • Purity ≥95%
  • MDL No. MFCD13189728
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO
  • Molecular Weight 119.12
  • Synonym(s) 5-ethynylpyridin-2(1H)-one
  • SMILES OC1=NC=C(C=C1)C#C

Description

5-Ethynylpyridin-2-ol features a pyridin-2-ol core with a terminal alkyne appended at the 5-position, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). The phenolic hydroxyl group offers hydrogen-bonding capacity and facilitates downstream derivatization. This bifunctional scaffold integrates seamlessly into bioconjugation workflows and modular synthesis strategies, delivering precise structural control in medicinal chemistry and materials science applications.

Application

5-Ethynylpyridin-2-ol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles via copper-catalyzed coupling reactions. The pyridin-2-ol scaffold provides enhanced solubility and hydrogen-bonding capacity, while the terminal alkyne facilitates reliable Sonogashira and click-type transformations. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for medicinal chemistry lead optimization and API intermediate synthesis.

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-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   0.7685
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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