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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-iodophenol

  • CAS No. 2713-28-2

  • Cat. No. CS-W005152
  • Purity≥97%
  • MDL No.MFCD11109769

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

2-Fluoro-4-iodophenol|CS-W005152

Structure of 2713-28-2

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General Information

  • CAS No. 2713-28-2
  • Cat. No. CS-W005152
  • Purity ≥97%
  • MDL No. MFCD11109769
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FIO
  • Molecular Weight 238.00
  • Synonym(s) None
  • SMILES OC1=C(F)C=C(I)C=C1

Description

2-Fluoro-4-iodophenol features a fluorine atom at the ortho position and an iodine substituent at the para position relative to the phenolic hydroxyl group. This electronic configuration enhances its utility in cross-coupling reactions, where the iodide serves as a reactive handle. The molecule exhibits bench-stable behavior and compatibility with palladium-catalyzed transformations under standard conditions.

Application

2-Fluoro-4-iodophenol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its ortho-fluoro substituent enhances reactivity in nucleophilic aromatic substitution, while the iodo group provides high efficiency in transition-metal-mediated transformations. The phenolic hydroxyl group offers additional functionalization potential and contributes to favorable solubility and purification characteristics.

Synthesis

  • Route1

    References

    • Rajender Reddy; Venkateshwar; Uma Maheswari; Santhosh Kumar Tetrahedron Letters, 2010 , vol. 51, # 16 p. 2170 - 2173
  • Route2
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    • In-stock
      2-Fluoro-4-iodophenol|CS-W005152
      2713-28-2

    References

    • BANYU PHARMACEUTICAL CO., LTD. Patent: EP2098517 A1, 2009 ; Location in patent: Page/Page column 26 ; EP 2098517 A1
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    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-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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