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CS-W001157 4
Total: USD 88.00

5-Fluoroindole-3-carboxaldehyde

  • CAS No. 2338-71-8

  • Cat. No. CS-W008994
  • Purity≥98%
  • MDL No.MFCD00022719

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

5-Fluoroindole-3-carboxaldehyde|CS-W008994

Structure of 2338-71-8

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General Information

  • CAS No. 2338-71-8
  • Cat. No. CS-W008994
  • Purity ≥98%
  • MDL No. MFCD00022719
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO
  • Molecular Weight 163.15
  • Synonym(s) 5-Fluoro-1H-indole-3-carboxaldehyde; 3-Formyl-5-fluoroindole; 5-Fluoroindole-3-carboxaldehyde; NSC 88615; 5-FLUOROINDOLE-3-CARBALDEHYDE
  • SMILES O=CC1=CNC2=C1C=C(F)C=C2

Description

5-Fluoroindole-3-carboxaldehyde features a fluorinated indole core with an aldehyde handle at the 3-position, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient aromatic system enhances reactivity in nucleophilic additions, while the bench-stable aldehyde group facilitates straightforward derivatization under standard conditions.

Application

5-Fluoroindole-3-carboxaldehyde serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its aldehyde functionality enables efficient imine formation, reductive amination, and Ugi-type multicomponent reactions. The electron-withdrawing fluorine substituent enhances electrophilicity at the C3 position and improves metabolic stability in downstream candidates. Bench-stable and compatible with standard purification methods, it facilitates scalable access to indole-based scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      5-Fluoroindole|CS-D0680
      399-52-0
    • null|null
      68-12-2
    • ~98%
    • In-stock
      5-Fluoroindole-3-carboxaldehyde|CS-W008994
      2338-71-8

    References

    • Journal of the American Chemical Society, , vol. 131, # 31 p. 10796 - 10797
  • Route2
    • In-stock
      5-Fluoroindole|CS-D0680
      399-52-0
    • null|null
      100-61-8
    • ~73%
    • In-stock
      5-Fluoroindole-3-carboxaldehyde|CS-W008994
      2338-71-8

    References

    • Journal of the American Chemical Society, , vol. 133, # 31 p. 11924 - 11927
  • Route3

    References

    • Organic and Biomolecular Chemistry, , vol. 11, # 41 p. 7092 - 7095

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.1195
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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