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1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene

  • CAS No. 73875-27-1

  • Cat. No. CS-0159900
  • Purity≥98%
  • MDL No.None

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

1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene|CS-0159900

Structure of 73875-27-1

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General Information

  • CAS No. 73875-27-1
  • Cat. No. CS-0159900
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BrO₄
  • Molecular Weight 291.14
  • Synonym(s) 2-Methyl-3,4,5,6-tetramethoxybromobenzene
  • SMILES CC1=C(Br)C(OC)=C(OC)C(OC)=C1OC

Description

1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene features a methyl-substituted aromatic core with four methoxy groups and a bromine at adjacent positions, delivering high stability and enhanced solubility in organic solvents. This electron-rich scaffold enables efficient coupling reactions under standard conditions, serving as a robust building block for complex arenes in medicinal chemistry and materials science.

Application

1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene serves as a versatile aryl building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The tetramethoxy substitution pattern enhances solubility and stability, while the methyl group provides a site for further functionalization. Its bench-stable nature and predictable reactivity make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1

    References

    • Organic and Biomolecular Chemistry, , vol. 2, # 16 p. 2371 - 2375
  • Route2
    • 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione Ubidecarenone Impurity|CS-0229710
      605-94-7
    • ~%
    • In-stock
      1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene|CS-0159900
      73875-27-1

    References

    • Organic and Biomolecular Chemistry, , vol. 2, # 16 p. 2371 - 2375
  • Route3
    • null|null
      150626-26-9
    • ~%
    • In-stock
      1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene|CS-0159900
      73875-27-1

    References

    • Organic Letters, , vol. 7, # 12 p. 2417 - 2420

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   2.79192
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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