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CS-W001157 4
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6-Fluoroindole-3-carboxaldehyde

  • CAS No. 2795-41-7

  • Cat. No. CS-W002313
  • Purity≥97%
  • MDL No.MFCD00069703

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

6-Fluoroindole-3-carboxaldehyde|CS-W002313

Structure of 2795-41-7

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General Information

  • CAS No. 2795-41-7
  • Cat. No. CS-W002313
  • Purity ≥97%
  • MDL No. MFCD00069703
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO
  • Molecular Weight 163.15
  • Synonym(s) 6-Fluoro-3-indolecarboxaldehyde; 6-Fluoroindole-3-carboxaldehyde
  • SMILES O=Cc1c[nH]c2c1ccc(c2)F

Description

6-Fluoroindole-3-carboxaldehyde features a fluorinated indole scaffold with a reactive aldehyde handle at the 3-position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring polar, conjugated building blocks. The para-fluorine substitution enhances metabolic stability and modulates electronic properties for targeted applications in medicinal chemistry and materials science.

Application

6-Fluoroindole-3-carboxaldehyde serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. The aldehyde group enables efficient imine formation, reductive amination, and coupling reactions, while the 6-fluoro substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • In-stock
      6-Fluoroindole|CS-W002271
      399-51-9
    • null|null
      68-12-2
    • ~94%
    • In-stock
      6-Fluoroindole-3-carboxaldehyde|CS-W002313
      2795-41-7

    References

    • Muratore, Michael E.; Holloway, Chloe A.; Pilling, Adam W.; Storer, R. Ian; Trevitt, Graham; Dixon, Darren J. Journal of the American Chemical Society, 2009 , vol. 131, # 31 p. 10796 - 10797
  • Route2

    References

    • Madge; Hazelwood; Iyer; Jones; Salter Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 7 p. 857 - 860
  • Route3
    • null|null
      96631-90-2
    • ~%
    • In-stock
      6-Fluoroindole-3-carboxaldehyde|CS-W002313
      2795-41-7

    References

    • Madge; Hazelwood; Iyer; Jones; Salter Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 7 p. 857 - 860

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

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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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