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CS-W001157 4
Total: USD 88.00

4-Hydroxy-3-iodobenzonitrile

  • CAS No. 2296-23-3

  • Cat. No. CS-0103357
  • Purity≥95%
  • MDL No.MFCD11054826

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

4-Hydroxy-3-iodobenzonitrile|CS-0103357

Structure of 2296-23-3

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General Information

  • CAS No. 2296-23-3
  • Cat. No. CS-0103357
  • Purity ≥95%
  • MDL No. MFCD11054826
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INO
  • Molecular Weight 245.02
  • Synonym(s) 3-IODO-4-HYDROXYBENZONITRILE
  • SMILES N#CC1=CC=C(C(I)=C1)O

Description

4-Hydroxy-3-iodobenzonitrile features a hydroxyl group flanked by iodine and nitrile functionalities on a benzene ring, enabling selective coupling reactions. This electron-deficient aryl iodide integrates readily into cross-coupling processes, offering high stability under standard conditions for synthetic applications in medicinal chemistry and materials science.

Application

4-Hydroxy-3-iodobenzonitrile serves as a versatile building block for Suzuki-Miyaura and Sonogashira coupling reactions, enabling efficient access to biaryl and alkenylated scaffolds. The ortho-iodo group exhibits high reactivity under palladium catalysis, while the phenolic hydroxyl and nitrile functionalities offer orthogonal handles for further derivatization. Bench-stable and amenable to purification via recrystallization, it functions effectively in multi-step synthesis of functionalized heterocycles and medicinal chemistry intermediates.

Synthesis

  • Route1
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • ~95%
    • In-stock
      4-Hydroxy-3-iodobenzonitrile|CS-0103357
      2296-23-3

    References

    • Akhlaghinia, Batool; Rahmani, Marzieh Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 1 p. 3 - 6
  • Route2

    References

    • UCB PHARMA S.A. Patent: WO2009/1089 A1, 2008 ; Location in patent: Page/Page column 36 ; WO 2009/001089 A1
  • Route3

    References

    • Burns, Christopher J.; Dankulich, William P.; McGarry, Daniel G.; Volz, Francis A. Patent: US2002/193410 A1, 2002 ; US 20020193410 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   44.02
  • LogP   1.86848
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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