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CS-W001157 4
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Methyl 3-hydroxy-5-methoxybenzoate

  • CAS No. 19520-74-2

  • Cat. No. CS-W022830
  • Purity≥97%
  • MDL No.None

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

Methyl 3-hydroxy-5-methoxybenzoate|CS-W022830

Structure of 19520-74-2

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General Information

  • CAS No. 19520-74-2
  • Cat. No. CS-W022830
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₄
  • Molecular Weight 182.18
  • Synonym(s) methyl 5-hydroxy-3-methoxybenzoate
  • SMILES O=C(OC)C1=CC(OC)=CC(O)=C1

Description

Methyl 3-hydroxy-5-methoxybenzoate features a phenolic hydroxyl group flanked by a methoxy substituent and an ester handle, enabling direct functionalization in synthetic sequences. This electron-rich aromatic scaffold supports selective derivatization under mild conditions and exhibits enhanced solubility in common organic solvents.

Application

Methyl 3-hydroxy-5-methoxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted aromatic scaffolds. The phenolic hydroxyl group facilitates direct derivatization, while the methoxy and ester functionalities offer orthogonal reactivity for selective transformations. Its bench-stable nature and compatibility with standard purification methods make it well-suited for use in medicinal chemistry campaigns and heterocycle synthesis.

Synthesis

  • Route1
    • In-stock
      Methyl 3,5-dihydroxybenzoate|CS-W019992
      2150-44-9
    • null|null
      74-88-4
    • ~41%
    • In-stock
      Methyl 3-hydroxy-5-methoxybenzoate|CS-W022830
      19520-74-2

    References

    • Koolaji, Nooshin; Abu-Mellal, Abdallah; Tran, Van H.; Duke, Rujee K.; Duke, Colin C. European Journal of Medicinal Chemistry, 2013 , vol. 63, p. 415 - 422
  • Route2
    • null|null
      67-56-1
    • In-stock
      Methyl 3,5-dihydroxybenzoate|CS-W019992
      2150-44-9
    • ~%
    • In-stock
      Methyl 3-hydroxy-5-methoxybenzoate|CS-W022830
      19520-74-2

    References

    • MSD OSS B.V.; HUISMAN, Ines; VAN DER STELT, Marcelis; WIEDENHOF, Wouter; BAKER-GLENN, Charles, Anthony, Graham; BLACKABY, Wesley, Peter; TRIVEDI, Naimisha Patent: WO2013/41457 A1, 2013 ; Location in patent: Page/Page column 19-20 ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      3-Hydroxy-5-methoxybenzoic acid|CS-0336623
      19520-75-3
    • ~90%
    • In-stock
      Methyl 3-hydroxy-5-methoxybenzoate|CS-W022830
      19520-74-2

    References

    • Occelli, Emilio; DePaoli, Adele; Nathansohn, Giangiacomo Gazzetta Chimica Italiana, 1981 , vol. 111, # 9/10 p. 383 - 390

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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