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CS-W001157 4
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6-Iodopyridin-3-ol

  • CAS No. 129034-38-4

  • Cat. No. CS-0112297
  • Purity≥96%
  • MDL No.MFCD09260905

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

6-Iodopyridin-3-ol|CS-0112297

Structure of 129034-38-4

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General Information

  • CAS No. 129034-38-4
  • Cat. No. CS-0112297
  • Purity ≥96%
  • MDL No. MFCD09260905
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄INO
  • Molecular Weight 221.00
  • Synonym(s) iodopyridin-3-ol
  • SMILES OC1=CC=C(I)N=C1

Description

6-Iodopyridin-3-ol features a pyridin-3-ol core bearing a iodine substituent at the 6-position, delivering a reactive handle for cross-coupling transformations. The phenolic hydroxyl group enhances solubility and enables hydrogen bonding, while the electron-deficient ring facilitates nucleophilic substitution. This compound serves as a key building block in the synthesis of bioactive heterocycles and functional materials.

Application

6-Iodopyridin-3-ol serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds. Its iodide group facilitates reliable coupling with arylboranes, stannanes, and other coupling partners under standard conditions. The phenolic hydroxyl group provides orthogonal reactivity for derivatization or protection, enhancing synthetic flexibility in medicinal chemistry and materials science applications. The compound exhibits good bench stability and is readily purified by crystallization or flash chromatography.

Synthesis

  • Route1

    References

    • Edgar, Kevin J.; Falling, Stephen N. Journal of Organic Chemistry, 1990 , vol. 55, # 18 p. 5287 - 5291
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 62, # 9 p. 3008 - 3009

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   33.12
  • LogP   1.3918
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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