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CS-W001157 4
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1-Fluoro-3-methoxy-2-nitrobenzene

  • CAS No. 641-49-6

  • Cat. No. CS-W003385
  • Purity≥98%
  • MDL No.MFCD07368752

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

1-Fluoro-3-methoxy-2-nitrobenzene|CS-W003385

Structure of 641-49-6

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General Information

  • CAS No. 641-49-6
  • Cat. No. CS-W003385
  • Purity ≥98%
  • MDL No. MFCD07368752
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₃
  • Molecular Weight 171.13
  • Synonym(s) benzene, 1-fluoro-3-methoxy-2-nitro-
  • SMILES O=[N+](C1=C(OC)C=CC=C1F)[O-]

Description

1-Fluoro-3-methoxy-2-nitrobenzene features a strategically positioned nitro group that enhances electrophilicity at the ortho carbon, enabling efficient coupling in palladium-catalyzed reactions. The methoxy substituent improves solubility and stabilizes intermediates under standard conditions, while the fluorine atom facilitates directed metalation. This combination delivers high reactivity in C–H functionalization and cross-coupling workflows.

Application

1-Fluoro-3-methoxy-2-nitrobenzene serves as a versatile ortho-functionalized aryl building block in synthetic organic chemistry. Its fluorine and nitro groups enable sequential functionalization via nucleophilic aromatic substitution and reduction, respectively. The methoxy group provides steric and electronic modulation, enhancing regioselectivity in coupling reactions. This compound exhibits bench stability and facilitates efficient access to substituted anilines and heterocyclic scaffolds commonly found in pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      1,3-Difluoro-2-nitrobenzene|CS-W002503
      19064-24-5
    • ~95%
    • In-stock
      1-Fluoro-3-methoxy-2-nitrobenzene|CS-W003385
      641-49-6

    References

    • Coats, Steve J.; Dax, Scott L.; DeCorte, Bart; Liu, Li; McDonnell, Mark; McNally, James J. Patent: US2006/135763 A1, 2006 ; Location in patent: Page/Page column 32-33 ; US 20060135763 A1
  • Route2
    • In-stock
      1,3-Difluoro-2-nitrobenzene|CS-W002503
      19064-24-5
    • null|null
      124-41-4
    • ~%
    • In-stock
      1-Fluoro-3-methoxy-2-nitrobenzene|CS-W003385
      641-49-6

    References

    • Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 49, # 7 p. 623 - 634
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 54, p. 2973,2976

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H350
Precautionary Statements : P264-P270-P330-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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