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CS-W001157 4
Total: USD 88.00

3-Fluoro-4-nitroanisole

  • CAS No. 446-38-8

  • Cat. No. CS-D1687
  • Purity≥98%
  • MDL No.MFCD04115632

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

3-Fluoro-4-nitroanisole|CS-D1687

Structure of 446-38-8

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General Information

  • CAS No. 446-38-8
  • Cat. No. CS-D1687
  • Purity ≥98%
  • MDL No. MFCD04115632
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₃
  • Molecular Weight None
  • Synonym(s) 2-Fluoro-4-methoxy-1-nitrobenzene; 2-Fluoro-4-methoxynitrobenzene; 3-Fluoro-1-methoxy-4-nitrobenzene; 3-Fluor-4-nitrophenylmethylether
  • SMILES O=[N+](C1=CC=C(OC)C=C1F)[O-]

Description

3-Fluoro-4-nitroanisole features a strategically positioned fluorine atom and a nitro group on an aromatic ring, enabling selective coupling reactions in medicinal chemistry. This electron-deficient aryl scaffold integrates readily into complex molecular architectures under standard conditions.

Application

3-Fluoro-4-nitroanisole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling. The ortho-fluoro and para-nitro groups provide orthogonal reactivity for sequential transformations, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by flash chromatography, it facilitates efficient synthesis of substituted heterocycles and complex scaffolds relevant to API development.

Synthesis

  • Route1
    • In-stock
      3-Fluoro-4-nitrophenol|CS-W007386
      394-41-2
    • null|null
      74-88-4
    • ~99%
    • In-stock
      3-Fluoro-4-nitroanisole|CS-D1687
      446-38-8

    References

    • Deiters, Emmanuel; Song, Bo; Chauvin, Anne-Sophie; Vandevyver, Caroline D. B.; Gumy, Frederic; Buenzli, Jean-Claude G. Chemistry - A European Journal, 2009 , vol. 15, # 4 p. 885 - 900
  • Route2
    • In-stock
      3-Fluoro-4-nitrophenol|CS-W007386
      394-41-2
    • null|null
      77-78-1
    • ~81%
    • In-stock
      3-Fluoro-4-nitroanisole|CS-D1687
      446-38-8

    References

    • Makosza, Mieczyslaw; Lemek, Tadeusz; Kwast, Andrzej; Terrier, Francois Journal of Organic Chemistry, 2002 , vol. 67, # 2 p. 394 - 400
  • Route3
    • In-stock
      3-Fluoro-4-nitrophenol|CS-W007386
      394-41-2
    • null|null
      18107-18-1
    • ~97%
    • In-stock
      3-Fluoro-4-nitroanisole|CS-D1687
      446-38-8

    References

    • GLAXO GROUP LIMITED Patent: WO2006/2047 A2, 2006 ; Location in patent: Page/Page column 69 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   1.7425
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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