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CS-W001157 4
Total: USD 88.00

4-Phenylurazole

  • CAS No. 15988-11-1

  • Cat. No. CS-W017372
  • Molecule weight177.16
  • Purity≥98%
  • MDL No.MFCD00005226

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

4-Phenylurazole|CS-W017372

Structure of 15988-11-1

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General Information

  • CAS No. 15988-11-1
  • Cat. No. CS-W017372
  • Purity ≥98%
  • MDL No. MFCD00005226
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃O₂
  • Molecular Weight 177.16
  • Synonym(s) 4-Phenyl-1,2,4-triazolidine-3,5-dione
  • SMILES O=C(N1C2=CC=CC=C2)NNC1=O

Description

4-Phenylurazole undergoes oxidation in the presence of NO2-N2O4 to yield 4-phenyl-1,2,4-trizoline-3,5-dione. It undergoes acetylation reaction with excess acetyl chloride in N,N-dimethylacetamide solution. It polymerizes in the presence of phosgene, terephthaloyl chloride and epichlorohydrin to yield insoluble polymer. It is precursor to the Diels-Alder trapping agent, 4-phenyl-1,2,4-triazoline-3,5-dione. This urazole was recently demonstrated in the traceless, chemoselective labeling of peptides and proteins through electrochemical tyrosine-click (e-Y-CLICK) chemistry.

Synthesis

  • Route1
    • In-stock
      Semicarbazide hydrochloride|CS-W018530
      563-41-7
    • null|null
      103-71-9
    • ~%
    • In-stock
      4-Phenylurazole|CS-W017372
      15988-11-1

    References

    • US4377694 A1, ;
  • Route2
    • Ethyl 2-(phenylcarbamoyl)hydrazinecarboxylate|CS-W013093
      17696-94-5
    • ~92%
    • In-stock
      4-Phenylurazole|CS-W017372
      15988-11-1

    References

    • Chandrasekhar; Kumar; Mallela; Bhirud Organic Preparations and Procedures International, 2004 , vol. 36, # 5 p. 469 - 472
  • Route3

    References

    • Christoforou, Angelos; Nicolaou, Georgia; Elemes, Yiannis Tetrahedron Letters, 2006 , vol. 47, # 52 p. 9211 - 9213

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   70.65
  • LogP   -0.1461
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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