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CS-W001157 4
Total: USD 88.00

4-Bromo-2-methoxyphenol

  • CAS No. 7368-78-7

  • Cat. No. CS-W007865
  • Purity≥96%
  • MDL No.MFCD00051937

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

4-Bromo-2-methoxyphenol|CS-W007865

Structure of 7368-78-7

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General Information

  • CAS No. 7368-78-7
  • Cat. No. CS-W007865
  • Purity ≥96%
  • MDL No. MFCD00051937
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO₂
  • Molecular Weight 203.03
  • Synonym(s) 4-Bromoguaiacol
  • SMILES OC1=CC=C(Br)C=C1OC

Description

4-Bromo-2-methoxyphenol offers a strategically positioned bromine atom and methoxy group on the phenolic scaffold, enabling selective functionalization in cross-coupling reactions. This electron-rich aryl halide integrates readily into complex molecular architectures under standard conditions.

Application

4-Bromo-2-methoxyphenol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and ortho-position via palladium-catalyzed cross-coupling. Its bromine atom facilitates Suzuki, Stille, and Negishi reactions, while the methoxy group provides moderate electron donation and orthogonal protection potential. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • Guaiacol Guaifenesin Impurity|CS-0229801
      90-05-1
    • ~97%
    • In-stock
      4-Bromo-2-methoxyphenol|CS-W007865
      7368-78-7

    References

    • Tajik, Hassan; Mohammadpoor-Baltork, Iraj; Albadi, Jalal Synthetic Communications, 2007 , vol. 37, # 2 p. 323 - 328
  • Route2
    • null|null
      6689-37-8
    • ~83%
    • In-stock
      4-Bromo-2-methoxyphenol|CS-W007865
      7368-78-7

    References

    • Zhao, Yating; Li, Zhe; Yang, Chao; Lin, Run; Xia, Wujiong Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 622 - 627
  • Route3

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 15 p. 1877 - 1878

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

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   2.1633
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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