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CS-W001157 4
Total: USD 88.00

3,5-Difluoro-4-methoxynitrobenzene

  • CAS No. 392-25-6

  • Cat. No. CS-0039464
  • Purity≥98%
  • MDL No.MFCD06656243

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

3,5-Difluoro-4-methoxynitrobenzene|CS-0039464

Structure of 392-25-6

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General Information

  • CAS No. 392-25-6
  • Cat. No. CS-0039464
  • Purity ≥98%
  • MDL No. MFCD06656243
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅F₂NO₃
  • Molecular Weight 189.12
  • Synonym(s) 2,6-Difluoro-4-nitroanisole
  • SMILES O=[N+](C1=CC(F)=C(OC)C(F)=C1)[O-]

Description

3,5-Difluoro-4-methoxynitrobenzene features a highly electron-deficient aromatic core stabilized by dual fluorine substituents and a methoxy nitro group. This configuration enables direct coupling in cross-coupling reactions under standard conditions, delivering functionalized intermediates with enhanced metabolic stability.

Application

3,5-Difluoro-4-methoxynitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via nucleophilic aromatic substitution. The ortho-fluorine atoms facilitate selective displacement under mild conditions, while the methoxy and nitro groups provide orthogonal reactivity and enhanced solubility. Bench-stable and compatible with standard coupling protocols, it functions as a key scaffold for constructing complex heterocycles and bioactive molecules.

Synthesis

  • Route1
    • null|null
      100-17-4
    • ~3%
    • In-stock
      2-Fluoro-1-methoxy-4-nitrobenzene|CS-0007667
      455-93-6
    • In-stock
      3,5-Difluoro-4-methoxynitrobenzene|CS-0039464
      392-25-6

    References

    • Chambers, Richard D.; Skinner, Christopher J.; Thomson, Julie; Hutchinson, John Journal of the Chemical Society, Chemical Communications, 1995 , # 1 p. 17 - 18
  • Route2
    • In-stock
      2,6-Difluoro-4-nitrophenol|CS-W006721
      658-07-1
    • null|null
      74-88-4
    • ~91%
    • In-stock
      3,5-Difluoro-4-methoxynitrobenzene|CS-0039464
      392-25-6

    References

    • Qiu, Jian; Stevenson, Scott H.; O'Beirne, Michael J.; Silverman, Richard B. Journal of Medicinal Chemistry, 1999 , vol. 42, # 2 p. 329 - 332
  • Route3

    References

    • Kirk Journal of Heterocyclic Chemistry, 1976 , vol. 13, # 6 p. 1253 - 1256

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

Quality Control

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   1.8816
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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