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CS-W001157 4
Total: USD 88.00

5-Iodopyrimidine

  • CAS No. 31462-58-5

  • Cat. No. CS-W005656
  • Purity≥98%
  • MDL No.MFCD00233961

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

5-Iodopyrimidine|CS-W005656

Structure of 31462-58-5

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General Information

  • CAS No. 31462-58-5
  • Cat. No. CS-W005656
  • Purity ≥98%
  • MDL No. MFCD00233961
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IN₂
  • Molecular Weight 205.98
  • Synonym(s) 5-Jodpyrimidin
  • SMILES IC1=CN=CN=C1

Description

5-Iodopyrimidine features a reactive iodine atom at the 5-position, enabling efficient cross-coupling transformations. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and functional materials, offering high regioselectivity in Pd-catalyzed reactions.

Application

5-Iodopyrimidine serves as a versatile building block in cross-coupling chemistry, enabling efficient C–C and C–heteroatom bond formation under palladium catalysis. Its iodine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, facilitating the construction of substituted pyrimidines with excellent functional group tolerance. The molecule exhibits good bench stability and is readily purified by distillation or recrystallization, making it well-suited for use in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Imahori, Tatsushi; Suzawa, Koichi; Kondo, Yoshinori Heterocycles, 2008 , vol. 76, # 2 p. 1057 - 1060

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   25.78
  • LogP   1.0812
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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