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CS-W001157 4
Total: USD 88.00

4-Bromo-3,5-dimethoxybenzyl alcohol

  • CAS No. 61367-62-2

  • Cat. No. CS-0150624
  • Purity≥97%
  • MDL No.MFCD06658150

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

4-Bromo-3,5-dimethoxybenzyl alcohol|CS-0150624

Structure of 61367-62-2

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General Information

  • CAS No. 61367-62-2
  • Cat. No. CS-0150624
  • Purity ≥97%
  • MDL No. MFCD06658150
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrO₃
  • Molecular Weight 247.09
  • Synonym(s) benzenemethanol, 4-bromo-3,5-dimethoxy-
  • SMILES COC1=C(C(=CC(=C1)CO)OC)Br

Description

4-Bromo-3,5-dimethoxybenzyl alcohol features a benzyl alcohol scaffold adorned with bromine and two methoxy groups in the 4-, 3-, and 5-positions, offering a uniquely electron-rich aromatic core. This sterically defined platform enables direct functionalization in cross-coupling and derivatization workflows. The hydroxyl group facilitates conjugation or protection strategies, while the bromine serves as a reliable handle for palladium-catalyzed transformations. Bench-stable under standard conditions, it integrates efficiently into complex molecule synthesis.

Application

4-Bromo-3,5-dimethoxybenzyl alcohol serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the benzylic alcohol facilitates derivatization via oxidation or protection. The dimethoxy substitution pattern provides enhanced solubility and metabolic stability, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and functionalized aryl motifs in drug discovery campaigns.

Synthesis

  • Route1

    References

    • Saeed, Aamer; Mahesar, Parvez Ali Tetrahedron, 2014 , vol. 70, # 7 p. 1401 - 1407
  • Route2

    References

    • Tan, Jason Samuel; Ciufolini, Marco A. Organic Letters, 2006 , vol. 8, # 21 p. 4771 - 4774
  • Route3
    • In-stock
      3,5-Dimethoxybenzyl alcohol|CS-W017809
      705-76-0
    • ~59%
    • In-stock
      4-Bromo-3,5-dimethoxybenzyl alcohol|CS-0150624
      61367-62-2
    • (2-Bromo-3,5-dimethoxyphenyl)methanol|CS-0529039
      74726-76-4

    References

    • Australian Journal of Chemistry, , vol. 50, # 8 p. 831 - 840

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   38.69
  • LogP   1.9586
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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