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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,5-dimethoxybenzene

  • CAS No. 2674-34-2

  • Cat. No. CS-W009180
  • Purity≥97%
  • MDL No.MFCD00025694

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

1,4-Dibromo-2,5-dimethoxybenzene|CS-W009180

Structure of 2674-34-2

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General Information

  • CAS No. 2674-34-2
  • Cat. No. CS-W009180
  • Purity ≥97%
  • MDL No. MFCD00025694
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂O₂
  • Molecular Weight 295.96
  • Synonym(s) 1,4-Dibromo-2,5-dimethoxybenezene; 1,4-Dibromo-3,6-dimethoxybenzene; 2,5-Dibromo-1,4-dimethoxybenzene; 2,5-Dibromo-4-methoxyanisole; 2,5-Dimethoxy-1,4-dibromobenzene; 1,4-Dimethoxy-2,5-dibromobenzene; 1,4-Dibromo-2,5-dimethoxybenzene
  • SMILES COC1=C(Br)C=C(OC)C(Br)=C1

Description

1,4-Dibromo-2,5-dimethoxybenzene features bromine substituents at the para positions and methoxy groups flanking the aromatic ring, enabling efficient cross-coupling reactions. This electron-rich scaffold integrates readily into complex molecular architectures under standard palladium-catalyzed conditions, offering high functional group tolerance and stability during synthetic workflows.

Application

1,4-Dibromo-2,5-dimethoxybenzene serves as a versatile building block for the synthesis of functionalized aromatic scaffolds, enabling efficient Pd-catalyzed cross-coupling reactions. The bromo groups exhibit high reactivity in Suzuki and Stille coupling protocols, while the dimethoxy substituents provide electronic stabilization and enhance solubility. This compound offers excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1,4-Dimethoxybenzene, 99%|CS-1269050
      150-78-7
    • ~97%
    • In-stock
      1,4-Dibromo-2,5-dimethoxybenzene|CS-W009180
      2674-34-2

    References

    • Barhate, Nivrutti B.; Gajare, Anil S.; Wakharkar, Radhika D.; Bedekar, Ashutosh V. Tetrahedron, 1999 , vol. 55, # 36 p. 11127 - 11142
  • Route2
    • In-stock
      2,5-Dibromobenzene-1,4-diol|CS-W008047
      14753-51-6
    • null|null
      74-88-4
    • ~82%
    • In-stock
      1,4-Dibromo-2,5-dimethoxybenzene|CS-W009180
      2674-34-2

    References

    • Faury, Thomas; Dumur, Frederic; Clair, Sylvain; Abel, Mathieu; Porte, Louis; Gigmes, Didier CrystEngComm, 2013 , vol. 15, # 11 p. 2067 - 2075
  • Route3

    References

    • Kohn; Guttmann Monatshefte fuer Chemie, 1924 , vol. 45, p. 582

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   18.46
  • LogP   3.2288
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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