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CS-W001157 4
Total: USD 88.00

2-(4-Bromophenyl)-1H-benzo[d]imidazole

  • CAS No. 2622-74-4

  • Cat. No. CS-W012346
  • Purity≥96%
  • MDL No.MFCD00224360

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

2-(4-Bromophenyl)-1H-benzo[d]imidazole|CS-W012346

Structure of 2622-74-4

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General Information

  • CAS No. 2622-74-4
  • Cat. No. CS-W012346
  • Purity ≥96%
  • MDL No. MFCD00224360
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉BrN₂
  • Molecular Weight 273.13
  • Synonym(s) 2-(4-Bromophenyl)benzimidazole
  • SMILES BrC1=CC=C(C2=NC3=CC=CC=C3N2)C=C1

Description

2-(4-Bromophenyl)-1H-benzo[d]imidazole features a rigid, electron-deficient heteroaromatic core paired with a brominated phenyl substituent. This combination enables direct functionalization in cross-coupling reactions and enhances π-stacking interactions in supramolecular assemblies. The molecule exhibits bench-stable handling and high solubility in common organic solvents.

Application

2-(4-Bromophenyl)-1H-benzo[d]imidazole serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its brominated aryl group enables facile palladium-catalyzed cross-coupling reactions, while the benzoimidazole core offers metabolic stability and favorable pharmacophore properties. The compound exhibits excellent bench stability and is compatible with standard purification protocols, facilitating its use in medicinal chemistry campaigns and API development.

Synthesis

  • Route1
    • In-stock
      4-Bromobenzaldehyde|CS-W001138
      1122-91-4
    • null|null
      95-54-5
    • ~97%
    • In-stock
      2-(4-Bromophenyl)-1H-benzo[d]imidazole|CS-W012346
      2622-74-4

    References

    • Naeimi, Hossein; Alishahi, Nasrin Journal of the Chinese Chemical Society, 2012 , vol. 59, # 8 p. 1001 - 1005
  • Route2
    • In-stock
      4-Bromobenzoic acid|CS-W020100
      586-76-5
    • null|null
      95-54-5
    • ~88%
    • In-stock
      2-(4-Bromophenyl)-1H-benzo[d]imidazole|CS-W012346
      2622-74-4

    References

    • Dey, Madhudeepa; Deb, Krishnajyoti; Dhar, Siddhartha Sankar Chinese Chemical Letters, 2011 , vol. 22, # 3 p. 296 - 299
  • Route3
    • null|null
      1042161-44-3
    • ~10%
    • In-stock
      2-(4-Bromophenyl)-1H-benzo[d]imidazole|CS-W012346
      2622-74-4

    References

    • Shen, Meihua; Driver, Tom G. Organic Letters, 2008 , vol. 10, # 15 p. 3367 - 3370

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   28.68
  • LogP   3.9924
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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