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CS-W001157 4
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2-Amino-4-iodophenol

  • CAS No. 99969-17-2

  • Cat. No. CS-0371378
  • Purity≥95%
  • MDL No.MFCD14705890

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

2-Amino-4-iodophenol|CS-0371378

Structure of 99969-17-2

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General Information

  • CAS No. 99969-17-2
  • Cat. No. CS-0371378
  • Purity ≥95%
  • MDL No. MFCD14705890
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) 2-AMino-4-iodo-phenol
  • SMILES OC1=CC=C(I)C=C1N

Description

2-Amino-4-iodophenol features a strategically positioned iodine atom adjacent to a phenolic hydroxyl group, enabling direct functionalization in cross-coupling reactions. The amino group enhances solubility and reactivity, while the molecule remains bench-stable under standard conditions. This dual-functional scaffold integrates readily into bioactive scaffolds and advanced materials.

Application

2-Amino-4-iodophenol serves as a versatile building block in the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its ortho-amino and iodine substituents enable sequential cross-coupling reactions and direct arylation processes, offering efficient access to complex aromatic scaffolds. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • BIOMARIN IGA, LTD.; WREN, Stephen Paul; WYNNE, Graham Michael; WILSON, Francis Xavier Patent: WO2010/112092 A1, 2010 ; Location in patent: Page/Page column 53 ;
  • Route2

    References

    • Wang, Liu-Gang; Li, Zhan-Ting Synlett, 2009 , # 3 p. 384 - 389
  • Route3
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    • In-stock
      2-Amino-4-iodophenol|CS-0371378
      99969-17-2

    References

    • Saikia; Rajesh; Srinivas; Ratnasamy Catalysis Letters, 2010 , vol. 137, # 3-4 p. 190 - 201

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.579
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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