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CS-W001157 4
Total: USD 88.00

4-Bromo-1,2-dimethoxybenzene

  • CAS No. 2859-78-1

  • Cat. No. CS-W007396
  • Purity≥98%
  • MDL No.MFCD00008381

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

4-Bromo-1,2-dimethoxybenzene|CS-W007396

Structure of 2859-78-1

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General Information

  • CAS No. 2859-78-1
  • Cat. No. CS-W007396
  • Purity ≥98%
  • MDL No. MFCD00008381
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO₂
  • Molecular Weight 217.06
  • Synonym(s) 4-Bromoveratrole; 4-Bromo-1,2-dimethoxybenzene
  • SMILES COC1=CC(Br)=CC=C1OC

Description

4-Bromo-1,2-dimethoxybenzene features a bromine substituent at the para position relative to a 1,2-dimethoxy arrangement, creating a uniquely functionalized aromatic scaffold. This electron-rich platform enables efficient cross-coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical synthesis. The dimethoxy groups enhance solubility and stability under standard conditions.

Application

4-Bromo-1,2-dimethoxybenzene serves as a versatile building block in cross-coupling reactions, enabling efficient access to substituted biaryls under palladium-catalyzed conditions. The ortho-dimethoxy substitution provides enhanced stability and facilitates selective functionalization, while the bromide group offers high reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis of complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~99%
    • In-stock
      4-Bromo-1,2-dimethoxybenzene|CS-W007396
      2859-78-1

    References

    • Hirano, Masao; Monobe, Hiroyuki; Yakabe, Shigetaka; Morimoto, Takashi Journal of Chemical Research - Part S, 1998 , # 10 p. 662 - 663
  • Route2

    References

    • Moir; Purves Canadian Journal of Research, Section B: Chemical Sciences, 1948 , vol. 26, p. 694,697
  • Route3
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • null|null
      39416-48-3
    • ~%
    • In-stock
      4-Bromo-1,2-dimethoxybenzene|CS-W007396
      2859-78-1

    References

    • Horning; Parker Journal of the American Chemical Society, 1952 , vol. 74, p. 2107

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   2.4663
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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