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CS-W001157 4
Total: USD 88.00

4-Acetylimidazole

  • CAS No. 61985-25-9

  • Cat. No. CS-W005870
  • Purity≥97%
  • MDL No.MFCD09033077

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

4-Acetylimidazole|CS-W005870

Structure of 61985-25-9

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General Information

  • CAS No. 61985-25-9
  • Cat. No. CS-W005870
  • Purity ≥97%
  • MDL No. MFCD09033077
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.11
  • Synonym(s) Ethanone, 1-(1H-imidazol-4-yl)- (9CI)
  • SMILES O=C(C1=CNC=N1)C

Description

4-Acetylimidazole features a polar acetyl group appended to the imidazole ring, enhancing solubility and reactivity in synthetic transformations. This bench-stable compound serves as a selective amidation agent and functional handle in medicinal chemistry, where its electron-deficient heterocycle facilitates nucleophilic substitution under mild conditions.

Application

4-Acetylimidazole serves as a versatile acylating agent and synthetic building block in organic synthesis, enabling efficient introduction of acetyl groups under mild conditions. Its stability, ease of handling, and compatibility with diverse functional groups make it ideal for amide bond formation, heterocycle functionalization, and the construction of pharmaceutically relevant scaffolds.

Synthesis

  • Route1
    • null|null
      75-16-1
    • In-stock
      1H-Imidazole-4-carbonitrile|CS-W005112
      57090-88-7
    • ~46%
    • In-stock
      4-Acetylimidazole|CS-W005870
      61985-25-9

    References

    • Dahmann, Georg; Gerlach, Kai; Pfau, Roland; Priepke, Henning; Wienen, Wolfgang; Schuler-Metz, Annette; Nar, Herbert Patent: US2008/51578 A1, 2008 ; Location in patent: Page/Page column 48 ;
  • Route2
    • null|null
      100499-62-5
    • ~%
    • In-stock
      4-Acetylimidazole|CS-W005870
      61985-25-9

    References

    • Journal of Organic Chemistry, , vol. 52, # 13 p. 2714 - 2726
  • 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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