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CS-W001157 4
Total: USD 88.00

2,4,5-Tribromo-1-methyl-1H-imidazole

  • CAS No. 1003-91-4

  • Cat. No. CS-W000121
  • Purity≥98%
  • MDL No.MFCD00955564

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

2,4,5-Tribromo-1-methyl-1H-imidazole|CS-W000121

Structure of 1003-91-4

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General Information

  • CAS No. 1003-91-4
  • Cat. No. CS-W000121
  • Purity ≥98%
  • MDL No. MFCD00955564
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃Br₃N₂
  • Molecular Weight 318.79
  • Synonym(s) 2,4,5-TRIBROMO-1-METHYLIMIDAZOLE
  • SMILES Brc1nc(c(n1C)Br)Br

Description

2,4,5-Tribromo-1-methyl-1H-imidazole features a highly brominated imidazole core with methyl substitution, delivering enhanced reactivity in cross-coupling and electrophilic functionalization. The dense halogenation pattern enables efficient C–X bond formation under mild conditions, while the methyl group improves solubility and stability. This compound serves as a robust scaffold for synthesizing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

2,4,5-Tribromo-1-methyl-1H-imidazole serves as a versatile brominated building block for the synthesis of functionalized imidazoles and heterocyclic scaffolds. Its high reactivity in palladium-catalyzed cross-coupling reactions enables efficient C–C and C–heteroatom bond formation under mild conditions. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic strategies in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Bahnous, Mebarek; Mouats, Chabane; Fort, Yves; Gros, Philippe C. Tetrahedron Letters, 2006 , vol. 47, # 12 p. 1949 - 1951
  • Route2
    • null|null
      2034-22-2
    • null|null
      77-78-1
    • ~81%
    • In-stock
      2,4,5-Tribromo-1-methyl-1H-imidazole|CS-W000121
      1003-91-4

    References

    • Iddon, Brian; Lim, Bee Lan Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 4 p. 735 - 739
  • Route3
    • null|null
      2034-22-2
    • null|null
      74-88-4
    • ~95%
    • In-stock
      2,4,5-Tribromo-1-methyl-1H-imidazole|CS-W000121
      1003-91-4

    References

    • Toguem, Serge-Mitherand Tengho; Langer, Peter Synlett, 2010 , # 12 p. 1779 - 1782

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   17.82
  • LogP   2.7076
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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