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CS-W001157 4
Total: USD 88.00

4-Bromo-3-fluoroanisole

  • CAS No. 458-50-4

  • Cat. No. CS-W008401
  • Purity≥96%
  • MDL No.MFCD01310983

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

4-Bromo-3-fluoroanisole|CS-W008401

Structure of 458-50-4

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General Information

  • CAS No. 458-50-4
  • Cat. No. CS-W008401
  • Purity ≥96%
  • MDL No. MFCD01310983
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrFO
  • Molecular Weight 205.02
  • Synonym(s) 1-Bromo-2-fluoro-4-methoxybenzene
  • SMILES BrC1=C(C=C(C=C1)OC)F

Description

4-Bromo-3-fluoroanisole features a strategically positioned bromine and fluorine substituent on an aromatic ring bearing a methoxy group. This combination delivers enhanced electronic tuning and metabolic stability, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in complex molecule synthesis.

Application

4-Bromo-3-fluoroanisole serves as a versatile aryl building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The ortho-fluoro and para-bromo substituents provide complementary reactivity for sequential functionalization, while the methoxy group enhances solubility and electronic tuning. Bench-stable and readily purified by distillation, it functions reliably in multi-step syntheses of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      74-88-4
    • ~96%
    • In-stock
      4-Bromo-3-fluoroanisole|CS-W008401
      458-50-4

    References

    • GENENTECH, INC. Patent: WO2008/24725 A1, 2008 ; Location in patent: Page/Page column 90 ; WO 2008/024725 A1
  • Route2
    • In-stock
      4-Bromo-3-fluorophenol|CS-W008805
      121219-03-2
    • null|null
      74-88-4
    • ~%
    • In-stock
      4-Bromo-3-fluoroanisole|CS-W008401
      458-50-4

    References

    • Kissei Pharmaceutical Co., Ltd. Patent: EP1813611 A1, 2007 ; Location in patent: Page/Page column 23 ;
  • Route3

    References

    • Kelly, Stephen M. Helvetica Chimica Acta, 1984 , vol. 67, p. 1572 - 1579

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   9.23
  • LogP   2.5968
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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