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CS-W001157 4
Total: USD 88.00

4,5-Diphenylimidazole

  • CAS No. 668-94-0

  • Cat. No. CS-0021594
  • Molecule weight220.27
  • Purity≥98%
  • MDL No.MFCD00005198

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

4,5-Diphenylimidazole|CS-0021594

Structure of 668-94-0

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General Information

  • CAS No. 668-94-0
  • Cat. No. CS-0021594
  • Purity ≥98%
  • MDL No. MFCD00005198
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₂N₂
  • Molecular Weight 220.27
  • Synonym(s) Imidazole, 4,5-diphenyl- (8CI)
  • SMILES C1(C2=CC=CC=C2)=C(C3=CC=CC=C3)NC=N1

Description

4,5-Diphenylimidazole features a rigid, planar imidazole core flanked by two aryl groups, conferring enhanced π-conjugation and stability. This electron-rich scaffold integrates readily into functional materials and serves as a key building block in the synthesis of heterocyclic ligands and bioactive compounds.

Application

4,5-Diphenylimidazole serves as a stable, bench-ready heterocyclic building block for the synthesis of bioactive molecules and functional materials. Its dual aryl substitution enhances π-conjugation and rigidity, enabling efficient incorporation into pharmaceutical scaffolds and ligands. The imidazole core exhibits moderate basicity and tolerates a range of reaction conditions, facilitating downstream functionalization through electrophilic substitution or metal-catalyzed coupling.

Synthesis

  • Route1
    • null|null
      50-00-0
    • In-stock
      Benzil|CS-0012125
      134-81-6
    • ~76%
    • In-stock
      4,5-Diphenylimidazole|CS-0021594
      668-94-0

    References

    • Xu, Feng; Wang, Nige; Tian, Youping; Li, Gaoqiang Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 3 p. 668 - 675
  • Route2
    • In-stock
      Benzoin|CS-W020562
      119-53-9
    • null|null
      77287-34-4
    • ~81%
    • In-stock
      4,5-Diphenylimidazole|CS-0021594
      668-94-0

    References

    • Liu, Wukun; Bensdorf, Kerstin; Proetto, Maria; Abram, Ulrich; Hagenbach, Adelheid; Gust, Ronald Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8605 - 8615
  • Route3
    • null|null
      50-00-0
    • In-stock
      1,2-Diphenylethyne|CS-W017313
      501-65-5
    • ~72%
    • In-stock
      4,5-Diphenylimidazole|CS-0021594
      668-94-0

    References

    • Chen, Chung-Yu; Hu, Wan-Ping; Yan, Pi-Cheng; Senadi, Gopal Chandru; Wang, Jeh-Jeng Organic Letters, 2013 , vol. 15, # 24 p. 6116 - 6119

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   3.7437
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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