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

  • CAS No. 403-18-9

  • Cat. No. CS-W014591
  • Purity≥96%
  • MDL No.MFCD03788556

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

4-Fluoro-3-iodobenzoic acid|CS-W014591

Structure of 403-18-9

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General Information

  • CAS No. 403-18-9
  • Cat. No. CS-W014591
  • Purity ≥96%
  • MDL No. MFCD03788556
  • 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-Iodo-4-fluorobenzoic acid
  • SMILES C1=CC(=C(C=C1C(=O)O)I)F

Description

4-Fluoro-3-iodobenzoic acid features a strategically positioned iodine atom enabling efficient cross-coupling reactions, while the fluorine substituent enhances electronic modulation and metabolic stability. This ortho-halogenated scaffold delivers high reactivity in palladium-catalyzed transformations under standard conditions, making it ideal for constructing complex aromatic architectures in medicinal chemistry and materials science applications.

Application

4-Fluoro-3-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-fluoro and iodo substituents provide complementary reactivity for sequential functionalization, while the carboxylic acid group allows for direct derivatization or salt formation. Bench-stable and compatible with standard synthetic workflows, it facilitates rapid access to complex aromatic systems in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Chaikovski; Filimonov; Yagovkin; Kharlova Tetrahedron Letters, 2000 , vol. 41, # 47 p. 9101 - 9104
  • Route2

    References

    • Lo, Shih-Chun; Harding, Ruth E.; Brightman, Edward; Burn, Paul L.; Samuel, Ifor D. W. Journal of Materials Chemistry, 2009 , vol. 19, # 20 p. 3213 - 3227
  • Route3
    • Ethyl 4-fluoro-3-iodobenzoate|CS-0590755
      618-93-9
    • ~%
    • In-stock
      4-Fluoro-3-iodobenzoic acid|CS-W014591
      403-18-9

    References

    • Mittelstaedt; Jenkins Journal of the American Pharmaceutical Association (1912-1977), 1950 , vol. 39, p. 4,5

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-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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