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CS-W001157 4
Total: USD 88.00

3-Fluoro-5-iodobenzonitrile

  • CAS No. 723294-75-5

  • Cat. No. CS-W006733
  • Molecule weight247.01
  • Purity≥97%
  • MDL No.MFCD04116468

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

3-Fluoro-5-iodobenzonitrile|CS-W006733

Structure of 723294-75-5

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General Information

  • CAS No. 723294-75-5
  • Cat. No. CS-W006733
  • Purity ≥97%
  • MDL No. MFCD04116468
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃FIN
  • Molecular Weight 247.01
  • Synonym(s) None
  • SMILES C1=C(C=C(C=C1F)I)C#N

Description

3-Fluoro-5-iodobenzonitrile is a fluorinated aryl iodide featuring a nitrile group at the para position, enabling efficient cross-coupling reactions. The electron-withdrawing nitrile and fluorine substituents enhance reactivity in palladium-catalyzed transformations. This bench-stable compound serves as a key building block for functionalized aromatic systems in medicinal chemistry and materials science.

Application

3-Fluoro-5-iodobenzonitrile serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki, Stille, and Negishi reactions due to its orthogonal reactivity profile. The nitrile group provides synthetic handle for downstream functionalization, while the fluorine substituent enhances metabolic stability in pharmaceutical intermediates. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis of bioactive heterocycles and advanced API scaffolds.

Synthesis

  • Route1

    References

    • Simeon, Fabrice G.; Wendahl, Matthew T.; Pike, Victor W. Journal of Medicinal Chemistry, 2011 , vol. 54, # 3 p. 901 - 908

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   23.79
  • LogP   2.30198
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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