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

  • CAS No. 15813-07-7

  • Cat. No. CS-0042952
  • Purity≥95%
  • MDL No.MFCD07783894

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

5-Iodo-4-methyl-1H-imidazole|CS-0042952

Structure of 15813-07-7

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General Information

  • CAS No. 15813-07-7
  • Cat. No. CS-0042952
  • Purity ≥95%
  • MDL No. MFCD07783894
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅IN₂
  • Molecular Weight 208.00
  • Synonym(s) 5(4)-IODO-4(5)-METHYL-IMIDAZOLE
  • SMILES CC1=C(I)NC=N1

Description

5-Iodo-4-methyl-1H-imidazole is a bench-stable, electron-deficient imidazole derivative featuring a reactive iodine at the 5-position and a methyl group at the 4-position. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule's polarity and stability under standard conditions support reliable handling in synthetic workflows.

Application

5-Iodo-4-methyl-1H-imidazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the synthesis of functionalized imidazoles. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl substituent enhances stability and modulates electronic properties. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative library synthesis and API intermediate development.

Safety Information

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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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