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CS-W001157 4
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3-Fluoro-2-iodobenzoic acid

  • CAS No. 387-48-4

  • Cat. No. CS-W005695
  • Purity≥97%
  • MDL No.MFCD07774249

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

3-Fluoro-2-iodobenzoic acid|CS-W005695

Structure of 387-48-4

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General Information

  • CAS No. 387-48-4
  • Cat. No. CS-W005695
  • Purity ≥97%
  • MDL No. MFCD07774249
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FIO₂
  • Molecular Weight 266.01
  • Synonym(s) 3-Fluoro-2-Iodobenzoic Acid 2-Iodo-3-Fluorobenzoic Acid
  • SMILES FC1=CC=CC(=C1I)C(=O)O

Description

3-Fluoro-2-iodobenzoic acid features a fluorinated benzene ring bearing both iodine and carboxylic acid functionalities, enabling direct coupling in cross-coupling reactions. The ortho-iodo group facilitates palladium-catalyzed transformations, while the electron-withdrawing fluorine enhances reactivity. This compound serves as a key intermediate in medicinal chemistry and materials synthesis, offering high stability under standard conditions.

Application

3-Fluoro-2-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation in the synthesis of biaryl scaffolds. Its ortho-iodo functionality exhibits high reactivity under standard Suzuki and Stille conditions, while the meta-fluoro substituent provides orthogonal handle for further functionalization. The carboxylic acid group facilitates purification and derivatization, and the compound demonstrates excellent bench stability and compatibility with diverse reaction conditions.

Synthesis

  • Route1

    References

    • Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro Patent: US2003/187014 A1, 2003 ;
  • Route2
    • 3-Amino-2-iodobenzoic acid|CS-0122338
      85600-30-2
    • ~%
    • In-stock
      3-Fluoro-2-iodobenzoic acid|CS-W005695
      387-48-4

    References

    • Stanley; McMahon; Adams Journal of the American Chemical Society, 1933 , vol. 55, p. 706,712
  • Route3

    References

    • Stanley; McMahon; Adams Journal of the American Chemical Society, 1933 , vol. 55, p. 706,712

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.1285
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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