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CS-W001157 4
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3-Hydroxy-5-methoxybenzaldehyde

  • CAS No. 57179-35-8

  • Cat. No. CS-W021937
  • Purity≥97%
  • MDL No.MFCD16998726

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

3-Hydroxy-5-methoxybenzaldehyde|CS-W021937

Structure of 57179-35-8

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General Information

  • CAS No. 57179-35-8
  • Cat. No. CS-W021937
  • Purity ≥97%
  • MDL No. MFCD16998726
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight 152.15
  • Synonym(s) Benzaldehyde, 3-hydroxy-5-methoxy-
  • SMILES O=CC1=CC(OC)=CC(O)=C1

Description

3-Hydroxy-5-methoxybenzaldehyde features a strategically positioned aldehyde group flanked by electron-donating hydroxyl and methoxy substituents, enhancing its reactivity in electrophilic coupling reactions. This phenolic aldehyde exhibits favorable solubility in polar organic solvents and maintains stability under standard bench conditions, making it suitable for use in synthetic intermediates for pharmaceuticals and functional materials.

Application

3-Hydroxy-5-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and natural product synthesis, enabling efficient access to substituted phenolic scaffolds. Its ortho-hydroxyl and para-methoxy groups provide enhanced solubility and functional group compatibility, facilitating downstream derivatization via esterification, etherification, or coupling reactions. The aldehyde functionality supports reductive amination and Ullmann-type transformations, while the molecule exhibits good bench stability and ease of purification.

Synthesis

  • Route1

    References

    • RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R. Patent: US2013/281399 A1, 2013 ; Location in patent: Paragraph 0791; 0797 ;
  • Route2
    • null|null
      908609-54-1
    • ~82%
    • In-stock
      3-Hydroxy-5-methoxybenzaldehyde|CS-W021937
      57179-35-8

    References

    • Zhao, Yigang; Snieckus, Victor Organic Letters, 2014 , vol. 16, # 2 p. 390 - 393
  • Route3
    • null|null
      894077-48-6
    • ~%
    • In-stock
      3-Hydroxy-5-methoxybenzaldehyde|CS-W021937
      57179-35-8

    References

    • SCHERING AKTINGESELLSCHAFT Patent: WO2006/63805 A1, 2006 ; Location in patent: Page/Page column 72-73 ; WO 2006/063805 A1

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   46.53
  • LogP   1.2133
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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