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CS-W001157 4
Total: USD 88.00

4-Fluoro-2-iodophenol

  • CAS No. 2713-29-3

  • Cat. No. CS-W008625
  • Purity≥97%
  • MDL No.MFCD15527539

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

4-Fluoro-2-iodophenol|CS-W008625

Structure of 2713-29-3

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General Information

  • CAS No. 2713-29-3
  • Cat. No. CS-W008625
  • Purity ≥97%
  • MDL No. MFCD15527539
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FIO
  • Molecular Weight 238.00
  • Synonym(s) 2-Iodo-4-fluorophenol; 5-Fluoro-2-hydroxyiodobenzene; 4-Fluor-2-jod-phenol
  • SMILES FC1=CC=C(O)C(I)=C1

Description

4-Fluoro-2-iodophenol features a fluorine atom at the para position and an iodine substituent at the ortho position relative to the phenolic hydroxyl group. This electronic configuration enhances reactivity in cross-coupling processes while maintaining stability under standard conditions. The compound serves as a key intermediate in the synthesis of functionalized aryl derivatives for pharmaceutical and agrochemical applications.

Application

4-Fluoro-2-iodophenol serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl scaffolds via palladium-catalyzed reactions. The ortho-iodo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the para-fluoro substituent provides additional handle for further functionalization. Its bench-stable solid form and compatibility with diverse reaction conditions make it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Akhlaghinia, Batool; Rahmani, Marzieh Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 1 p. 3 - 6
  • Route2
    • In-stock
      p-Fluorophenol|CS-W008731
      371-41-5
    • ~%
    • null|null
      392-72-3
    • In-stock
      4-Fluoro-2-iodophenol|CS-W008625
      2713-29-3

    References

    • ELI LILLY AND COMPANY Patent: WO2004/67529 A1, 2004 ; Location in patent: Page 77 - 78 ; WO 2004/067529 A1
  • Route3

    References

    • Finger et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 94,95, 97

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+H312+H332-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   2.1359
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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