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CS-W001157 4
Total: USD 88.00

2-Acetylbenzimidazole

  • CAS No. 939-70-8

  • Cat. No. CS-W023047
  • Purity≥97%
  • MDL No.None

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

2-Acetylbenzimidazole|CS-W023047

Structure of 939-70-8

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General Information

  • CAS No. 939-70-8
  • Cat. No. CS-W023047
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.18
  • Synonym(s) None
  • SMILES O=C(C1=NC2=CC=CC=C2N1)C

Description

2-Acetylbenzimidazole is a bench-stable heterocyclic compound featuring a fused benzene-imidazole core with a strategically positioned acetyl group. This functionalization enhances solubility and reactivity in synthetic transformations, enabling efficient incorporation into pharmaceutical intermediates and ligand architectures. The electron-deficient imidazole ring facilitates coordination in metal complexes and serves as a key scaffold in bioactive molecule design.

Application

2-Acetylbenzimidazole serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of heterocyclic scaffolds via palladium-catalyzed coupling reactions. Its acetyl group provides a handle for further functionalization, while the benzimidazole core offers robust stability and favorable solubility profiles. The compound exhibits excellent bench stability and is readily purified by recrystallization, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      16414-04-3
    • ~93%
    • In-stock
      2-Acetylbenzimidazole|CS-W023047
      939-70-8

    References

    • Dubey; Kumar, C. Ravi; Babu, Balaji Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 12 p. 3128 - 3130
  • Route2
    • null|null
      10326-41-7
    • null|null
      95-54-5
    • ~37%
    • In-stock
      2-Acetylbenzimidazole|CS-W023047
      939-70-8

    References

    • Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R. Patent: US2004/19058 A1, 2004 ; US 20040019058 A1
  • Route3
    • null|null
      860469-26-7
    • null|null
      141-78-6
    • ~94%
    • In-stock
      2-Acetylbenzimidazole|CS-W023047
      939-70-8

    References

    • Asakawa, Ken-Ichi; Dannenberg; Fitch, Kenneth J.; Hall, Stan S.; Kadowaki, Chie; Karady, Sandor; Kii, Satoshi; Maeda, Kenji; Marcune, Benjamin F.; Mase, Toshiaki; Miller, Ross A.; Reamer, Robert A.; Tschaen, David M. Tetrahedron Letters, 2005 , vol. 46, # 30 p. 5081 - 5084

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   45.75
  • LogP   1.7655
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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