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CS-W001157 4
Total: USD 88.00

1-(1H-imidazol-2-yl)ethanone

  • CAS No. 53981-69-4

  • Cat. No. CS-W004255
  • Purity≥97%
  • MDL No.MFCD09878742

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

1-(1H-imidazol-2-yl)ethanone|CS-W004255

Structure of 53981-69-4

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General Information

  • CAS No. 53981-69-4
  • Cat. No. CS-W004255
  • Purity ≥97%
  • MDL No. MFCD09878742
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.11
  • Synonym(s) Ethanone, 1-(1H-imidazol-2-yl)- (9CI)
  • SMILES CC(=O)c1ncc[nH]1

Description

1-(1H-imidazol-2-yl)ethanone features a reactive acetyl group flanked by a nitrogen-rich imidazole ring, enabling direct incorporation into bioconjugation workflows. This bench-stable ketone integrates readily into synthetic sequences requiring polar, electron-deficient carbonyl handles.

Application

1-(1H-Imidazol-2-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to imidazole-containing scaffolds via nucleophilic substitution or metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward incorporation into complex molecules. The ketone functionality provides a handle for further derivatization, including reductive amination and enolate-based transformations, supporting its use in the synthesis of bioactive compounds and heterocyclic intermediates.

Synthesis

  • Route1

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1785418 A1, 2007 ; Location in patent: Page/Page column 60-61 ;
  • Route2
    • null|null
      75-16-1
    • In-stock
      1H-Imidazole-2-carbonitrile|CS-W021330
      31722-49-3
    • ~%
    • In-stock
      1-(1H-imidazol-2-yl)ethanone|CS-W004255
      53981-69-4

    References

    • EP1810969 A1, ; Page/Page column 70 ;
  • Route3

    References

    • Bulletin des Societes Chimiques Belges, , vol. 93, # 12 p. 1067 - 1072

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   0.6123
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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