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CS-W001157 4
Total: USD 88.00

4-Methyl-1H-1,2,3-triazole

  • CAS No. 27808-16-8

  • Cat. No. CS-W004917
  • Purity≥97%
  • MDL No.None

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

4-Methyl-1H-1,2,3-triazole|CS-W004917

Structure of 27808-16-8

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General Information

  • CAS No. 27808-16-8
  • Cat. No. CS-W004917
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₅N₃
  • Molecular Weight 83.09
  • Synonym(s) None
  • SMILES CC1=CNN=N1

Description

5-Methyl-1H-1,2,3-triazole is a bench-stable heterocycle featuring a methyl-substituted triazole core that enhances solubility and reactivity in synthetic transformations. This electron-rich scaffold integrates readily into bioactive molecules and serves as a robust hydrogen-bonding unit in medicinal chemistry applications.

Application

5-Methyl-1H-1,2,3-triazole serves as a robust bioisostere for amides and esters, enabling enhanced metabolic stability in medicinal chemistry applications. Its bench-stable nature and compatibility with common coupling reactions facilitate efficient incorporation into diverse molecular scaffolds. Functions as a versatile building block in heterocyclic synthesis, particularly in click chemistry and transition-metal-catalyzed transformations, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • 1-Benzyl-4-(bromomethyl)-1H-1,2,3-triazole|CS-1634689
      70380-30-2
    • ~%
    • In-stock
      4-Methyl-1H-1,2,3-triazole|CS-W004917
      27808-16-8

    References

    • ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca Patent: US2010/144760 A1, 2010 ; Location in patent: Page/Page column 36 ; US 20100144760 A1
  • Route2
    • null|null
      74-99-7
    • ~%
    • In-stock
      4-Methyl-1H-1,2,3-triazole|CS-W004917
      27808-16-8

    References

    • Hartzel; Benson Journal of the American Chemical Society, 1954 , vol. 76, p. 667,668
  • Route3

    References

    • Huettel, Rudolf; Schaefer, Otto; Jochum, Peter Justus Liebigs Annalen der Chemie, 1955 , vol. 593, p. 200 - 207

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   41.57
  • LogP   0.11312
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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