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CS-W001157 4
Total: USD 88.00

2-Fluoro-6-iodophenol

  • CAS No. 28177-50-6

  • Cat. No. CS-W021696
  • Purity≥97%
  • MDL No.MFCD07782067

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

2-Fluoro-6-iodophenol|CS-W021696

Structure of 28177-50-6

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General Information

  • CAS No. 28177-50-6
  • Cat. No. CS-W021696
  • Purity ≥97%
  • MDL No. MFCD07782067
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FIO
  • Molecular Weight 238.00
  • Synonym(s) Phenol,2-fluoro-6-iodo
  • SMILES OC1=C(I)C=CC=C1F

Description

2-Fluoro-6-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 for palladium-catalyzed transformations. The molecule exhibits stability under standard bench conditions and facilitates efficient derivatization in synthetic workflows.

Application

2-Fluoro-6-iodophenol serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium catalysis. Its ortho-fluoro and iodo substituents provide complementary reactivity for sequential functionalization, with the iodide facilitating coupling and the fluorine offering potential for directed metallation or further substitution. The compound exhibits good bench stability and is readily purified by crystallization, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      899427-21-5
    • ~99%
    • In-stock
      2-Fluoro-6-iodophenol|CS-W021696
      28177-50-6

    References

    • Kauch, Matthias; Hoppe, Dieter Synthesis, 2006 , # 10 p. 1578 - 1589
  • Route2

    References

    • Kauch, Matthias; Hoppe, Dieter Synthesis, 2006 , # 10 p. 1578 - 1589
  • Route3
    • 2-Fluorophenyl isopropylcarbamate|CS-0195474
      199585-08-5
    • ~%
    • In-stock
      2-Fluoro-6-iodophenol|CS-W021696
      28177-50-6

    References

    • Kauch, Matthias; Hoppe, Dieter Synthesis, 2006 , # 10 p. 1578 - 1589

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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