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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methyl-1H-1,2,3-triazole

  • CAS No. 13273-53-5

  • Cat. No. CS-W009000
  • Purity≥98%
  • MDL No.MFCD10696344

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

4-Bromo-1-methyl-1H-1,2,3-triazole|CS-W009000

Structure of 13273-53-5

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General Information

  • CAS No. 13273-53-5
  • Cat. No. CS-W009000
  • Purity ≥98%
  • MDL No. MFCD10696344
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₄BrN₃
  • Molecular Weight 161.99
  • Synonym(s) 4-bromo-1-methyltriazole
  • SMILES CN1N=NC(Br)=C1

Description

4-Bromo-1-methyl-1H-1,2,3-triazole features a bromine substituent at the C4 position and a methyl group at nitrogen-1, delivering a highly functionalized triazole scaffold. This bench-stable heterocycle integrates readily into click chemistry workflows, enabling efficient coupling with azides under mild conditions. The electron-deficient triazole ring enhances reactivity in transition-metal-catalyzed transformations, facilitating the synthesis of complex bioconjugates and pharmaceutical intermediates.

Application

4-Bromo-1-methyl-1H-1,2,3-triazole serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The bromine atom enables palladium-catalyzed transformations such as Suzuki, Stille, and Sonogashira reactions, while the methyl-substituted triazole core provides stability and orthogonal reactivity. Its bench-stable nature and compatibility with diverse functional groups make it ideal for modular scaffold construction in API development and combinatorial library synthesis.

Synthesis

  • Route1

    References

    • Justus Liebigs Annalen der Chemie, , vol. 593, p. 200 - 207
  • Route2
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      186581-53-3
    • null|null
      506-68-3
    • ~%
    • In-stock
      4-Bromo-1-methyl-1H-1,2,3-triazole|CS-W009000
      13273-53-5

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 13, p. 888,890
  • Route3
    • null|null
      186581-53-3
    • null|null
      60-29-7
    • null|null
      506-68-3
    • ~%
    • In-stock
      4-Bromo-1-methyl-1H-1,2,3-triazole|CS-W009000
      13273-53-5
    • In-stock
      4-Bromo-2-methyl-2H-1,2,3-triazole|CS-0035798
      16681-67-7
    • In-stock
      5-Bromo-1-methyl-1H-1,2,3-triazole|CS-0139189
      16681-82-6
    • null|null
      590-17-0

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 13, p. 888,890

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   30.71
  • LogP   0.5776
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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