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CS-W001157 4
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4-Iodoisoxazole

  • CAS No. 847490-69-1

  • Cat. No. CS-W005185
  • Purity≥95%
  • MDL No.MFCD09999222

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

4-Iodoisoxazole|CS-W005185

Structure of 847490-69-1

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General Information

  • CAS No. 847490-69-1
  • Cat. No. CS-W005185
  • Purity ≥95%
  • MDL No. MFCD09999222
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂INO
  • Molecular Weight 194.96
  • Synonym(s) 4-Lodoisoxazole
  • SMILES IC1=CON=C1

Description

4-Iodoisoxazole is a bench-stable heterocycle featuring a reactive iodine substituent at the 4-position, enabling direct functionalization in cross-coupling processes. This electron-deficient isoxazole integrates readily into complex molecular architectures, offering predictable regiochemistry and compatibility with palladium-catalyzed transformations under standard conditions.

Application

4-Iodoisoxazole serves as a versatile building block for constructing nitrogen-containing heterocycles, enabling direct transition-metal-catalyzed coupling reactions due to its stable C–I bond. It functions as a reliable electrophilic partner in cross-coupling protocols, offering high functional group tolerance and bench stability. Its utility extends to the synthesis of bioactive scaffolds in medicinal chemistry, where it facilitates rapid diversification through palladium- or nickel-mediated transformations.

Synthesis

  • Route1

    References

    • PFIZER INC. Patent: WO2006/21886 A1, 2006 ; Location in patent: Page/Page column 83 ; WO 2006/021886 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   1.2792
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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