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CS-W001157 4
Total: USD 88.00

1-Bromo-2,3-dimethoxybenzene

  • CAS No. 5424-43-1

  • Cat. No. CS-W014821
  • Purity≥97%
  • MDL No.MFCD00185638

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

1-Bromo-2,3-dimethoxybenzene|CS-W014821

Structure of 5424-43-1

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General Information

  • CAS No. 5424-43-1
  • Cat. No. CS-W014821
  • Purity ≥97%
  • MDL No. MFCD00185638
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO₂
  • Molecular Weight 217.06
  • Synonym(s) 3-Bromoveratrole
  • SMILES COC1=C(OC)C(Br)=CC=C1

Description

1-Bromo-2,3-dimethoxybenzene features a bromine atom flanked by two methoxy groups on a benzene ring, creating a versatile aryl halide scaffold. The electron-rich aromatic system enhances reactivity in palladium-catalyzed cross-coupling reactions. This compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

1-Bromo-2,3-dimethoxybenzene serves as a versatile aryl building block in cross-coupling reactions, enabling efficient access to substituted aromatic scaffolds. The bromine atom facilitates palladium-catalyzed coupling with boronic acids, amines, and other nucleophiles under standard conditions. The 2,3-dimethoxy substituents provide enhanced solubility and electronic modulation, while maintaining bench stability and ease of purification. This compound functions effectively in the synthesis of complex intermediates for pharmaceutical and agrochemical development.

Synthesis

  • Route1
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~82%
    • In-stock
      1-Bromo-2,3-dimethoxybenzene|CS-W014821
      5424-43-1

    References

    • Fernandes, Rodney A.; Mulay, Sandip V.; Chavan, Vijay P. Tetrahedron Asymmetry, 2013 , vol. 24, # 24 p. 1548 - 1555
  • Route2
    • (3-Bromo-4,5-dimethoxyphenyl)methanol|CS-0378515
      52783-74-1
    • ~93%
    • In-stock
      1-Bromo-2,3-dimethoxybenzene|CS-W014821
      5424-43-1

    References

    • Olsen, Esben P. K.; Madsen, Robert Chemistry - A European Journal, 2012 , vol. 18, # 50 p. 16023 - 16029
  • Route3
    • In-stock
      2-Bromo-6-methoxyphenol|CS-0042751
      28165-49-3
    • null|null
      74-88-4
    • ~87%
    • In-stock
      1-Bromo-2,3-dimethoxybenzene|CS-W014821
      5424-43-1

    References

    • Huet, Laurent; Forke, Ronny; Jaeger, Anne; Knoelker, Hans-Joachim Synlett, 2012 , vol. 23, # 8 p. 1230 - 1234

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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