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CS-W001157 4
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5-(Trifluoromethyl)-1H-indole-3-carbaldehyde

  • CAS No. 468718-16-3

  • Cat. No. CS-0103495
  • Purity≥98%
  • MDL No.None

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

5-(Trifluoromethyl)-1H-indole-3-carbaldehyde|CS-0103495

Structure of 468718-16-3

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General Information

  • CAS No. 468718-16-3
  • Cat. No. CS-0103495
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆F₃NO
  • Molecular Weight 213.16
  • Synonym(s) 5-(Trifluoromethyl)-1H-indole-3-carboxaldehyde
  • SMILES O=CC1=CNC2=C1C=C(C(F)(F)F)C=C2

Description

5-(Trifluoromethyl)-1H-indole-3-carbaldehyde features a trifluoromethyl group at the 5-position of the indole core, enhancing electron-withdrawal and metabolic stability. The aldehyde functionality at the 3-position enables direct coupling in Ullmann or Suzuki-Miyaura reactions. This scaffold integrates readily into bioactive molecules for medicinal chemistry campaigns requiring lipophilic, electron-deficient heterocycles with defined spatial orientation.

Application

5-(Trifluoromethyl)-1H-indole-3-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to indole-based scaffolds prevalent in medicinal chemistry. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the aldehyde functionality facilitates reductive amination, Wittig reactions, and condensation with amines or hydrazines. Bench-stable and readily purified by flash chromatography, it functions effectively in standard coupling and functionalization workflows.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.9992
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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