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CS-W001157 4
Total: USD 88.00

4-Chloro-2-iodophenol

  • CAS No. 71643-66-8

  • Cat. No. CS-W005504
  • Purity≥98%
  • MDL No.MFCD08235248

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

4-Chloro-2-iodophenol|CS-W005504

Structure of 71643-66-8

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General Information

  • CAS No. 71643-66-8
  • Cat. No. CS-W005504
  • Purity ≥98%
  • MDL No. MFCD08235248
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClIO
  • Molecular Weight 254.45
  • Synonym(s) 2-Iodo-4-chlorophenol
  • SMILES OC1=C(I)C=C(Cl)C=C1

Description

4-Chloro-2-iodophenol features a phenolic hydroxyl group flanked by chlorine and iodine substituents, enabling selective coupling reactions in medicinal chemistry. The electron-withdrawing halogens enhance reactivity in palladium-catalyzed cross-couplings, while the ortho-iodo moiety offers a strategic handle for further functionalization. This bench-stable compound serves as a key building block for bioactive molecule synthesis.

Application

4-Chloro-2-iodophenol serves as a versatile building block in the synthesis of pharmaceutical intermediates and functionalized heterocycles. Its ortho-iodo group enables palladium-catalyzed cross-coupling reactions, while the phenolic hydroxyl and chloro substituents offer complementary sites for further derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for scalable synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      95-85-2
    • ~99%
    • In-stock
      4-Chloro-2-iodophenol|CS-W005504
      71643-66-8

    References

    • Kowa Co., Ltd. Patent: US6136848 A1, 2000 ;
  • Route2

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2005/9993 A1, 2005 ; Location in patent: Page/Page column 21-22 ; WO 2005/009993 A1
  • Route3
    • null|null
      106-48-9
    • ~72%
    • In-stock
      4-Chloro-2-iodophenol|CS-W005504
      71643-66-8
    • In-stock
      4-Chloro-2,6-diiodophenol|CS-0101175
      15459-50-4

    References

    • Tetrahedron Letters, , vol. 26, # 17 p. 2043 - 2046

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

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