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CS-W001157 4
Total: USD 88.00

2-Fluoro-9H-carbazole

  • CAS No. 391-53-7

  • Cat. No. CS-0378228
  • Purity≥98%
  • MDL No.None

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

2-Fluoro-9H-carbazole|CS-0378228

Structure of 391-53-7

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General Information

  • CAS No. 391-53-7
  • Cat. No. CS-0378228
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈FN
  • Molecular Weight 185.20
  • Synonym(s) 9H-Carbazole,2-fluoro
  • SMILES FC1=CC(NC2=C3C=CC=C2)=C3C=C1

Description

2-Fluoro-9H-carbazole is a fluorinated carbazole derivative featuring a strategically positioned fluorine atom at the 2-position, enhancing electron-withdrawal and modulating electronic properties. This bench-stable compound integrates readily into conjugated architectures, serving as a key building block in organic semiconductors and photovoltaic materials.

Application

2-Fluoro-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable C–F bond and electron-rich aromatic core. The fluorine substituent enhances metabolic stability and modulates electronic properties, making it valuable for constructing bioactive heterocycles and pharmaceutical scaffolds. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis and purification in medicinal chemistry workflows.

Synthesis

  • Route1
    • 4-Fluoro-2-nitro-1,1'-biphenyl|CS-0731944
      390-06-7
    • ~93%
    • In-stock
      2-Fluoro-9H-carbazole|CS-0378228
      391-53-7

    References

    • Freeman, Adam W.; Urvoy, Marie; Criswell, Megan E. Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5014 - 5019
  • Route2
    • null|null
      1140969-86-3
    • ~83%
    • In-stock
      2-Fluoro-9H-carbazole|CS-0378228
      391-53-7

    References

    • Sun, Ke; Sachwani, Rachna; Richert, Kathleen J.; Driver, Tom G. Organic Letters, 2009 , vol. 11, # 16 p. 3598 - 3601
  • Route3
    • null|null
      1429337-44-9
    • ~61%
    • In-stock
      2-Fluoro-9H-carbazole|CS-0378228
      391-53-7

    References

    • Ou, Yang; Jiao, Ning Chemical Communications, 2013 , vol. 49, # 33 p. 3473 - 3475

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
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.4602
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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