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CS-W001157 4
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4-Chloro-2-iodopyridine

  • CAS No. 22918-03-2

  • Cat. No. CS-W022141
  • Purity≥95%
  • MDL No.MFCD12913885

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

4-Chloro-2-iodopyridine|CS-W022141

Structure of 22918-03-2

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General Information

  • CAS No. 22918-03-2
  • Cat. No. CS-W022141
  • Purity ≥95%
  • MDL No. MFCD12913885
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClIN
  • Molecular Weight 239.44
  • Synonym(s) None
  • SMILES IC1=NC=CC(Cl)=C1

Description

4-Chloro-2-iodopyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The chlorine at the 4-position enables palladium-catalyzed coupling, while the iodine at the 2-position offers high reactivity in Suzuki, Stille, or Negishi reactions. This dual functionality supports efficient access to substituted pyridine scaffolds in medicinal chemistry and materials synthesis.

Application

4-Chloro-2-iodopyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The ortho-iodo group facilitates palladium-catalyzed coupling with high regioselectivity, while the para-chloro substituent offers complementary reactivity for sequential functionalization. Its bench-stable crystalline form enables straightforward handling, purification, and integration into multi-step syntheses of heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • 4-Chloropyridine|CS-0139547
      626-61-9
    • ~72%
    • In-stock
      4-Chloro-2-iodopyridine|CS-W022141
      22918-03-2

    References

    • Choppin, Sabine; Gros, Philippe; Fort, Yves European Journal of Organic Chemistry, 2001 , # 3 p. 603 - 606

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

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.3396
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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