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CS-W001157 4
Total: USD 88.00

4-Phenyl-4H-1,2,4-triazole

  • CAS No. 16227-12-6

  • Cat. No. CS-W022232
  • Molecule weight145.16
  • Purity≥98%
  • MDL No.MFCD00957679

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

4-Phenyl-4H-1,2,4-triazole|CS-W022232

Structure of 16227-12-6

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General Information

  • CAS No. 16227-12-6
  • Cat. No. CS-W022232
  • Purity ≥98%
  • MDL No. MFCD00957679
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃
  • Molecular Weight 145.16
  • Synonym(s) None
  • SMILES C1=NN=CN1C1=CC=CC=C1

Description

4-Phenyl-4H-1,2,4-triazole features a planar heteroaromatic core with a phenyl substituent that enhances π-conjugation and electron delocalization. This bench-stable compound integrates readily into synthetic scaffolds requiring nitrogen-rich heterocycles, offering robust stability under standard conditions.

Application

4-Phenyl-4H-1,2,4-triazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its robust aromatic triazole core exhibits excellent bench stability and functional group tolerance, enabling reliable use in transition-metal-catalyzed couplings and Huisgen cycloadditions. The phenyl substituent enhances π-stacking potential and modulates electronic properties, making it valuable for constructing bioactive scaffolds and conjugated systems.

Synthesis

  • Route1

    References

    • Xu, Zhong-Lin; Li, Hong-Xi; Ren, Zhi-Gang; Du, Wei-Yuan; Xu, Wei-Chang; Lang, Jian-Ping Tetrahedron, 2011 , vol. 67, # 29 p. 5282 - 5288
  • Route2
    • null|null
      628-36-4
    • null|null
      74497-02-2
    • ~57%
    • In-stock
      4-Phenyl-4H-1,2,4-triazole|CS-W022232
      16227-12-6

    References

    • Woisel; Cazier; Surpateanu; Baudel; Boursier Heterocyclic Communications, 2002 , vol. 8, # 1 p. 71 - 74
  • Route3
    • null|null
      177028-52-3
    • ~%
    • In-stock
      4-Phenyl-4H-1,2,4-triazole|CS-W022232
      16227-12-6
    • 4-Phenyl-4H-1,2,4-triazole-3-carbaldehyde|CS-1669763
      138624-58-5

    References

    • Moderhack; Hoppe-Tichy Advanced Synthesis and Catalysis, 1996 , vol. 338, # 2 p. 169 - 171

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   30.71
  • LogP   1.2673
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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