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CS-W001157 4
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5-Hydroxy-2-methylbenzoic acid

  • CAS No. 578-22-3

  • Cat. No. CS-W007887
  • Purity≥98%
  • MDL No.MFCD09833184

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

5-Hydroxy-2-methylbenzoic acid|CS-W007887

Structure of 578-22-3

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General Information

  • CAS No. 578-22-3
  • Cat. No. CS-W007887
  • Purity ≥98%
  • MDL No. MFCD09833184
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight 152.15
  • Synonym(s) 5-Hydroxy-o-toluic Acid
  • SMILES C1=C(C(=CC=C1O)C)C(=O)O

Description

5-Hydroxy-2-methylbenzoic acid features a carboxylic acid group flanked by a hydroxyl and methyl substituent on the aromatic ring, enabling versatile functionalization. This electron-rich scaffold supports direct coupling reactions and serves as a building block in bioactive molecule synthesis. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

5-Hydroxy-2-methylbenzoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its ortho-substituted structure enables directed functionalization, while the carboxylic acid and phenolic hydroxyl groups offer complementary handles for coupling, derivatization, and metal complexation. The compound exhibits good bench stability and facilitates efficient purification via recrystallization or chromatography, supporting its use in iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Baur, Benjamin; Storch, Kirsten; Martz, Kathrin E.; Goettert, Marcia I.; Richters, Andre; Rauh, Daniel; Laufer, Stefan A. Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8561 - 8578
  • Route2
    • o-Toluic acid Tolvaptan  Impurity|CS-0229343
      118-90-1
    • ~37%
    • In-stock
      5-Hydroxy-2-methylbenzoic acid|CS-W007887
      578-22-3

    References

    • Herzog, Beat; Neier, Reinhard Arkivoc, 2011 , vol. 2011, # 6 p. 29 - 44
  • Route3
    • Ethyl 5-hydroxy-2-methylbenzoate|CS-0755362
      34265-55-9
    • ~%
    • In-stock
      5-Hydroxy-2-methylbenzoic acid|CS-W007887
      578-22-3

    References

    • Journal of the American Chemical Society, , vol. 96, p. 2121 - 2129

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.39882
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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