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CS-W001157 4
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1-Fluoro-2,3-dimethoxybenzene

  • CAS No. 394-64-9

  • Cat. No. CS-0035430
  • Purity≥97%
  • MDL No.None

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

1-Fluoro-2,3-dimethoxybenzene|CS-0035430

Structure of 394-64-9

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General Information

  • CAS No. 394-64-9
  • Cat. No. CS-0035430
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉FO₂
  • Molecular Weight 156.15
  • Synonym(s) 1OR BF FO1 [WLN]
  • SMILES COC1=CC=CC(=C1OC)F

Description

1-Fluoro-2,3-dimethoxybenzene features a fluorine atom at the ortho position relative to a 1,2-dimethoxy substitution pattern, creating a uniquely electron-rich aromatic system. This configuration enhances reactivity in transition-metal-catalyzed coupling processes while maintaining bench-stable handling characteristics. The molecule integrates readily into complex scaffolds requiring orthogonal functionalization.

Application

1-Fluoro-2,3-dimethoxybenzene serves as a versatile aryl fluorination building block for medicinal chemistry and agrochemical synthesis. Its ortho-dimethoxy substitution pattern enhances electrophilic aromatic substitution regioselectivity, while the fluorine atom enables palladium-catalyzed cross-coupling reactions under mild conditions. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in Suzuki-Miyaura and Buchwald-Hartwig coupling workflows.

Synthesis

  • Route1
    • In-stock
      3-Fluorocatechol|CS-W007482
      363-52-0
    • null|null
      74-88-4
    • ~95%
    • In-stock
      1-Fluoro-2,3-dimethoxybenzene|CS-0035430
      394-64-9

    References

    • Eisai Co., Ltd. Patent: EP1391451 A1, 2004 ; Location in patent: Page 95 ;
  • Route2
    • In-stock
      2-Fluoro-6-methoxyphenol|CS-W011022
      73943-41-6
    • null|null
      77-78-1
    • ~89%
    • In-stock
      1-Fluoro-2,3-dimethoxybenzene|CS-0035430
      394-64-9

    References

    • Adejare, Adeboye; Miller, Duane D. Journal of Chemical Research, Miniprint, 1986 , # 1 p. 171 - 193
  • Route3
    • null|null
      103731-48-2
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~24%
    • In-stock
      1-Fluoro-2,3-dimethoxybenzene|CS-0035430
      394-64-9

    References

    • E. I. Du Pont de Nemours and Company Patent: US4479901 A1, 1984 ;

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-H320-H335
Precautionary Statements : P264-P270-P330

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.8429
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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