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2-Hydroxy-5-iodobenzonitrile

  • CAS No. 685103-95-1

  • Cat. No. CS-0131334
  • Molecule weight245.02
  • Purity≥97%
  • MDL No.MFCD02683857

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

2-Hydroxy-5-iodobenzonitrile|CS-0131334

Structure of 685103-95-1

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General Information

  • CAS No. 685103-95-1
  • Cat. No. CS-0131334
  • Purity ≥97%
  • MDL No. MFCD02683857
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INO
  • Molecular Weight 245.02
  • Synonym(s) 2-Hydroxy-5-iodo-benzonitrile
  • SMILES N#CC1=CC(I)=CC=C1O

Description

2-Hydroxy-5-iodobenzonitrile features a hydroxyl group ortho to a nitrile, with iodine positioned para to the hydroxyl. This arrangement enables direct functionalization in cross-coupling reactions while maintaining stability under standard conditions. The electron-withdrawing nitrile enhances reactivity at the iodinated site, facilitating efficient palladium-catalyzed transformations.

Application

2-Hydroxy-5-iodobenzonitrile serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted phenolic scaffolds. The ortho-hydroxyl and cyano groups provide orthogonal functionality for sequential derivatization, while the iodide facilitates reliable coupling under standard conditions. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of heterocyclic intermediates and functionalized aryl motifs relevant to medicinal chemistry and materials science.

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   44.02
  • LogP   1.86848
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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