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CS-W001157 4
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2-Ethynyl-1-fluoro-4-nitrobenzene

  • CAS No. 343866-99-9

  • Cat. No. CS-0158570
  • Purity≥98%
  • MDL No.MFCD08703483

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

2-Ethynyl-1-fluoro-4-nitrobenzene|CS-0158570

Structure of 343866-99-9

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General Information

  • CAS No. 343866-99-9
  • Cat. No. CS-0158570
  • Purity ≥98%
  • MDL No. MFCD08703483
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FNO₂
  • Molecular Weight 165.12
  • Synonym(s) Benzene, 2-ethynyl-1-fluoro-4-nitro- (9CI)
  • SMILES C#CC1=CC(=CC=C1F)[N+](=O)[O-]

Description

2-Ethynyl-1-fluoro-4-nitrobenzene features a strategically positioned ethynyl group flanked by electron-withdrawing fluoro and nitro substituents, enabling efficient copper-catalyzed coupling reactions. This ortho-fluorinated aryl alkyne exhibits enhanced reactivity in click chemistry applications while maintaining bench-stable handling characteristics under standard conditions.

Application

2-Ethynyl-1-fluoro-4-nitrobenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated aryl architectures. The fluorine and nitro groups provide orthogonal reactivity for downstream functionalization, while the terminal alkyne facilitates Sonogashira and click-type transformations. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • ((2-Fluoro-5-nitrophenyl)ethynyl)trimethylsilane|CS-0671697
      77123-61-6
    • ~%
    • In-stock
      2-Ethynyl-1-fluoro-4-nitrobenzene|CS-0158570
      343866-99-9

    References

    • PORTOLA PHARMACEUTICALS, INC. Patent: WO2005/35520 A1, 2005 ; Location in patent: Page/Page column 60 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   1.7152
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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