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CS-W001157 4
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4,6-Diiodopyrimidine

  • CAS No. 19646-06-1

  • Cat. No. CS-0098748
  • Purity≥97%
  • MDL No.MFCD00233951

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

4,6-Diiodopyrimidine|CS-0098748

Structure of 19646-06-1

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General Information

  • CAS No. 19646-06-1
  • Cat. No. CS-0098748
  • Purity ≥97%
  • MDL No. MFCD00233951
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂I₂N₂
  • Molecular Weight 331.88
  • Synonym(s) 4,6-Diiodo-1,3-diazine
  • SMILES IC1=CC(I)=NC=N1

Description

4,6-Diiodopyrimidine serves as a pivotal building block in synthetic organic chemistry, featuring two iodine atoms positioned at electron-deficient sites on the pyrimidine ring. This arrangement enables efficient cross-coupling reactions, particularly in palladium-catalyzed transformations. The molecule demonstrates robust stability under standard conditions and facilitates direct functionalization of heterocyclic scaffolds.

Application

4,6-Diiodopyrimidine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of functionalized pyrimidine scaffolds. Its dual iodine substituents facilitate palladium-catalyzed cross-coupling reactions with high regioselectivity, supporting the synthesis of complex heterocycles and biologically active compounds. The compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • Goodman, Allan J.; Stanforth, Stephen P.; Tarbit, Brian Tetrahedron, 1999 , vol. 55, # 52 p. 15067 - 15070

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.6858
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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