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CS-W001157 4
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5-Acetylindole

  • CAS No. 53330-94-2

  • Cat. No. CS-0031407
  • Purity≥97%
  • MDL No.MFCD00481875

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

5-Acetylindole|CS-0031407

Structure of 53330-94-2

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General Information

  • CAS No. 53330-94-2
  • Cat. No. CS-0031407
  • Purity ≥97%
  • MDL No. MFCD00481875
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight None
  • Synonym(s) 1-(1H-indol-5-yl)ethanone
  • SMILES CC(C1=CC2=C(C=C1)NC=C2)=O

Description

5-Acetylindole features a strategically positioned acetyl group that enhances reactivity at the indole C5 position, enabling direct functionalization in synthetic routes. This electron-deficient moiety integrates readily into heterocyclic frameworks under mild conditions, offering a robust platform for pharmaceutical and materials chemistry applications.

Application

5-Acetylindole serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the indole C5 position. The acetyl group facilitates electrophilic substitution, enolization, and subsequent derivatization, while maintaining compatibility with common protecting groups and standard coupling reactions. Its bench-stable nature and straightforward purification support efficient synthesis of complex heterocycles and medicinally relevant scaffolds.

Synthesis

  • Route1
    • In-stock
      Indole-5-carboxylic acid, 98%|CS-D1057
      1670-81-1
    • null|null
      917-54-4
    • ~49%
    • In-stock
      5-Acetylindole|CS-0031407
      53330-94-2

    References

    • AVENTIS PHARMACEUTICALS INC. Patent: WO2005/26175 A1, 2005 ; Location in patent: Page/Page column 73 ; WO 2005/026175 A1
  • Route2
    • null|null
      1027340-50-6
    • ~%
    • In-stock
      5-Acetylindole|CS-0031407
      53330-94-2

    References

    • Angewandte Chemie - International Edition, , vol. 46, # 12 p. 2074 - 2077
  • Route3
    • 1-(4-Aminophenyl)ethanone Clenbuterol Impurity|CS-0229065
      99-92-3
    • ~%
    • In-stock
      5-Acetylindole|CS-0031407
      53330-94-2

    References

    • Angewandte Chemie - International Edition, , vol. 46, # 12 p. 2074 - 2077

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.3705
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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