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

  • CAS No. 56096-89-0

  • Cat. No. CS-W014051
  • Purity≥97%
  • MDL No.MFCD04108278

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

4-Fluoro-2-iodobenzoic acid|CS-W014051

Structure of 56096-89-0

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General Information

  • CAS No. 56096-89-0
  • Cat. No. CS-W014051
  • Purity ≥97%
  • MDL No. MFCD04108278
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FIO₂
  • Molecular Weight 266.01
  • Synonym(s) benzoic acid, 4-fluoro-2-iodo-
  • SMILES O=C(O)C1=CC=C(F)C=C1I

Description

4-Fluoro-2-iodobenzoic acid features a strategically positioned iodine atom flanked by electron-withdrawing fluorine and carboxylic acid groups, enabling efficient cross-coupling transformations. This ortho-iodinated scaffold integrates readily into complex molecular architectures under standard palladium-catalyzed conditions. The molecule exhibits robust stability and compatibility with diverse reaction environments, making it a reliable building block for medicinal chemistry and materials synthesis.

Application

4-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 orthogonal reactivity profile—combining a stable carboxylic acid for derivatization with an iodine handle for coupling—facilitates streamlined functionalization. Bench-stable and compatible with diverse reaction conditions, it supports scalable access to complex aromatic systems relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Carstens, Joern; Heinrich, Markus R.; Steglich, Wolfgang Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5445 - 5447
  • Route2
    • 2-Amino-4-fluorobenzoic acid Afatinib Impurity|CS-0167288
      446-32-2
    • ~61%
    • In-stock
      4-Fluoro-2-iodobenzoic acid|CS-W014051
      56096-89-0

    References

    • Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro Patent: US2003/187014 A1, 2003 ;
  • Route3
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • ~%
    • In-stock
      4-Fluoro-2-iodobenzoic acid|CS-W014051
      56096-89-0

    References

    • Tetrahedron Letters, , vol. 54, # 40 p. 5445 - 5447

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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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