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CS-W001157 4
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2-Iodo-5-methyl-1H-imidazole

  • CAS No. 73746-43-7

  • Cat. No. CS-0097972
  • Purity≥97%
  • MDL No.MFCD14155861

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

2-Iodo-5-methyl-1H-imidazole|CS-0097972

Structure of 73746-43-7

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General Information

  • CAS No. 73746-43-7
  • Cat. No. CS-0097972
  • Purity ≥97%
  • MDL No. MFCD14155861
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅IN₂
  • Molecular Weight 208.00
  • Synonym(s) 2-Iodo-4-methyl-1H-imidazole
  • SMILES CC1=CN=C(I)N1

Description

2-Iodo-5-methyl-1H-imidazole delivers a reactive iodine handle paired with a methyl-substituted imidazole core, enabling efficient coupling in cross-coupling and bioconjugation workflows. The electron-rich heterocycle enhances stability under standard conditions, while the para-iodo functionality facilitates selective transformations. This bench-stable reagent integrates readily into complex molecular architectures.

Application

2-Iodo-5-methyl-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions with high efficiency. The iodide group facilitates reliable C–C and C–heteroatom bond formation under standard conditions, while the methyl-substituted imidazole core provides stability and orthogonal reactivity. This compound functions effectively in the construction of biologically relevant scaffolds and is well-suited for iterative synthesis workflows requiring bench-stable, selectively reactive intermediates.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 45, # 15 p. 3108 - 3111

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   28.68
  • LogP   1.32272
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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