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CS-W001157 4
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Methyl 5-bromo-2-hydroxy-4-methoxybenzoate

  • CAS No. 39503-52-1

  • Cat. No. CS-0150600
  • Purity≥98%
  • MDL No.MFCD03426751

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

Methyl 5-bromo-2-hydroxy-4-methoxybenzoate|CS-0150600

Structure of 39503-52-1

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General Information

  • CAS No. 39503-52-1
  • Cat. No. CS-0150600
  • Purity ≥98%
  • MDL No. MFCD03426751
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₄
  • Molecular Weight 261.07
  • Synonym(s) 5-bromo-2-hydroxy-4-methoxyBenzoic acid methyl ester
  • SMILES COC1=C(C=C(C(=C1)O)C(=O)OC)Br

Description

Methyl 5-bromo-2-hydroxy-4-methoxybenzoate features a brominated aromatic core with strategically positioned hydroxyl and methoxy groups, enabling selective functionalization in synthetic sequences. The ester moiety supports downstream derivatization, while the electron-withdrawing bromine enhances reactivity in cross-coupling processes. This compound exhibits bench-stable handling characteristics and compatibility with standard reaction conditions.

Application

Methyl 5-bromo-2-hydroxy-4-methoxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted phenolic scaffolds. The molecule combines a bromo group for late-stage functionalization via cross-coupling, a hydroxyl moiety for derivatization or protection, and a methoxy group that enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with standard reaction conditions facilitate purification and integration into multi-step syntheses of bioactive compounds.

Synthesis

  • Route1
    • In-stock
      5-Bromo-2,4-dihydroxybenzoic acid|CS-W009491
      7355-22-8
    • null|null
      77-78-1
    • ~%
    • In-stock
      Methyl 5-bromo-2-hydroxy-4-methoxybenzoate|CS-0150600
      39503-52-1

    References

    • Rice Journal of the American Chemical Society, 1926 , vol. 48, p. 3127
  • Route2

    References

    • Rao; Srikantia; Iyengar Journal of the Chemical Society, 1929 , p. 1580
  • Route3

    References

    • Rajagopalan et al. Proceedings - Indian Academy of Sciences, Section A, 1946 , # 23 p. 60,64

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   55.76
  • LogP   1.9499
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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