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CS-W001157 4
Total: USD 88.00

2-Chloro-6-iodophenol

  • CAS No. 28177-52-8

  • Cat. No. CS-W007079
  • Molecule weight254.45
  • Purity≥96%
  • MDL No.MFCD15833001

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

2-Chloro-6-iodophenol|CS-W007079

Structure of 28177-52-8

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General Information

  • CAS No. 28177-52-8
  • Cat. No. CS-W007079
  • Purity ≥96%
  • MDL No. MFCD15833001
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClIO
  • Molecular Weight 254.45
  • Synonym(s) Phenol,2-chloro-6-iodo
  • SMILES OC1=C(Cl)C=CC=C1I

Description

2-Chloro-6-iodophenol features a phenolic hydroxyl group flanked by chlorine and iodine substituents at the 2- and 6-positions, respectively. This electron-deficient aromatic framework enables selective coupling reactions in synthetic organic chemistry. The molecule exhibits bench-stable handling characteristics and serves as a valuable intermediate in the construction of complex heterocycles and functionalized aryl derivatives.

Application

2-Chloro-6-iodophenol serves as a valuable building block for the synthesis of functionalized aromatic scaffolds, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The chloro group provides stability and selective transformation potential, while the iodo substituent facilitates efficient coupling under mild conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • ENVIVO PHARMACEUTICALS, INC. Patent: WO2009/158467 A2, 2009 ; Location in patent: Page/Page column 79-80 ;
  • Route2
    • null|null
      417698-23-8
    • ~95%
    • In-stock
      2-Chloro-6-iodophenol|CS-W007079
      28177-52-8

    References

    • Kauch, Matthias; Hoppe, Dieter Canadian Journal of Chemistry, 2001 , vol. 79, # 11 p. 1736 - 1746
  • Route3
    • null|null
      95-57-8
    • ~3%
    • In-stock
      2-Chloro-6-iodophenol|CS-W007079
      28177-52-8
    • In-stock
      2-Chloro-4-iodophenol|CS-W006410
      116130-33-7

    References

    • Krishna Mohan; Narender; Kulkarni Tetrahedron Letters, 2004 , vol. 45, # 43 p. 8015 - 8018

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   20.23
  • LogP   2.6502
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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