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CS-W001157 4
Total: USD 88.00

1-Bromo-3-chloro-5-methoxybenzene

  • CAS No. 174913-12-3

  • Cat. No. CS-W005370
  • Purity≥97%
  • MDL No.MFCD11035921

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

1-Bromo-3-chloro-5-methoxybenzene|CS-W005370

Structure of 174913-12-3

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General Information

  • CAS No. 174913-12-3
  • Cat. No. CS-W005370
  • Purity ≥97%
  • MDL No. MFCD11035921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrClO
  • Molecular Weight 221.48
  • Synonym(s) Phloroglucinol Impurity 34
  • SMILES COC1=CC(Cl)=CC(Br)=C1

Description

1-Bromo-3-chloro-5-methoxybenzene features a trifunctional aromatic core with distinct halogen and methoxy handles. The bromo group enables palladium-catalyzed cross-coupling, while the chloro moiety offers orthogonal reactivity under selective conditions. This electron-rich scaffold supports efficient derivatization in medicinal chemistry and materials synthesis.

Application

1-Bromo-3-chloro-5-methoxybenzene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. The bromo group facilitates palladium-catalyzed coupling with high regioselectivity, while the chloro and methoxy functionalities provide orthogonal reactivity and enhanced solubility. This compound exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for medicinal chemistry and process-scale synthesis.

Synthesis

  • Route1
    • In-stock
      1-Bromo-3-chloro-5-fluorobenzene|CS-W015147
      33863-76-2
    • null|null
      124-41-4
    • ~90%
    • In-stock
      1-Bromo-3-chloro-5-methoxybenzene|CS-W005370
      174913-12-3

    References

    • Roche Palo Alto LLC Patent: US2006/25462 A1, 2006 ; Location in patent: Page/Page column 16-17 ;
  • Route2
    • In-stock
      3,5-Dichlorobenzonitrile|CS-W017636
      6575-00-4
    • null|null
      124-41-4
    • ~78%
    • In-stock
      1-Bromo-3-chloro-5-methoxybenzene|CS-W005370
      174913-12-3

    References

    • Roche Palo Alto LLC Patent: US2005/239881 A1, 2005 ; Location in patent: Page/Page column 41 ;
  • Route3

    References

    • US2003/100554 A1, ;

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   3.1111
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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