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

  • CAS No. 28478-46-8

  • Cat. No. CS-0042916
  • Purity≥97%
  • MDL No.MFCD06203815

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

Methyl 4-hydroxy-2-methoxybenzoate|CS-0042916

Structure of 28478-46-8

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General Information

  • CAS No. 28478-46-8
  • Cat. No. CS-0042916
  • Purity ≥97%
  • MDL No. MFCD06203815
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₄
  • Molecular Weight None
  • Synonym(s) 4-HYDROXY-2-METHOXY-BENZOIC ACID METHYL ESTER
  • SMILES COC(=O)C1=CC=C(O)C=C1OC

Description

Methyl 4-hydroxy-2-methoxybenzoate features a phenolic hydroxyl group flanked by a methoxy substituent and ester functionality, enabling selective derivatization in synthetic routes. This ortho-substituted methyl ester exhibits enhanced solubility in organic solvents and stability under standard bench conditions, making it suitable for use in pharmaceutical intermediates and agrochemical synthesis.

Application

Methyl 4-hydroxy-2-methoxybenzoate serves as a versatile building block in medicinal chemistry and natural product synthesis. Its ortho-methoxy and para-hydroxyl groups enable selective derivatization, while the ester functionality supports facile hydrolysis or coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization or flash chromatography, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      845307-11-1
    • ~%
    • In-stock
      Methyl 4-hydroxy-2-methoxybenzoate|CS-0042916
      28478-46-8

    References

    • Legrand, Sacha; Nordlander, Goeran; Nordenhem, Henrik; Borg-Karlson, Anna-Karin; Unelius, C. Rikard Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 7 p. 829 - 835
  • Route2
    • null|null
      61539-61-5
    • null|null
      922-67-8
    • ~%
    • In-stock
      Methyl 4-hydroxy-2-methoxybenzoate|CS-0042916
      28478-46-8

    References

    • Danishefsky,S. et al. Journal of the American Chemical Society, 1979 , vol. 101, p. 7001 - 7008
  • Route3
    • 4-Benzyloxy-2-methoxybenzoic acid methyl ester|CS-0756183
      28478-45-7
    • ~99%
    • In-stock
      Methyl 4-hydroxy-2-methoxybenzoate|CS-0042916
      28478-46-8

    References

    • Merck and Co., Inc. Patent: US5665719 A1, 1997 ; US 5665719 A

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   55.76
  • LogP   1.1874
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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