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CS-W001157 4
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1-Bromo-4-chloro-2-fluoro-5-methoxybenzene

  • CAS No. 146447-18-9

  • Cat. No. CS-0061950
  • Purity≥97%
  • MDL No.MFCD07784265

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

1-Bromo-4-chloro-2-fluoro-5-methoxybenzene|CS-0061950

Structure of 146447-18-9

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General Information

  • CAS No. 146447-18-9
  • Cat. No. CS-0061950
  • Purity ≥97%
  • MDL No. MFCD07784265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrClFO
  • Molecular Weight 239.47
  • Synonym(s) 5-Bromo-2-chloro-4-fluoroanisole
  • SMILES COC1=C(Cl)C=C(F)C(Br)=C1

Description

1-Bromo-4-chloro-2-fluoro-5-methoxybenzene offers a strategically positioned trifluorinated aryl scaffold with orthogonal reactivity. The bromine site enables palladium-catalyzed cross-coupling, while the methoxy group enhances solubility and modulates electronic effects. This electron-deficient platform is bench-stable and compatible with standard synthetic protocols in medicinal chemistry and materials synthesis.

Application

1-Bromo-4-chloro-2-fluoro-5-methoxybenzene serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig arylations. The molecule’s orthogonal halogen reactivity—bromine for coupling, chlorine and fluorine for stability—facilitates sequential functionalization. Its methoxy group provides a handle for further derivatization or modulation of electronic properties. Bench-stable and compatible with standard purification methods, it supports scalable synthesis of complex aromatic scaffolds.

Synthesis

  • Route1

    References

    • WO2007/82076 A1, ; Page/Page column 26 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 19 p. 5206 - 5208

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   3.2502
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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