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CS-W001157 4
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4-Ethoxy-2-hydroxybenzaldehyde

  • CAS No. 43057-77-8

  • Cat. No. CS-0132189
  • Molecule weight166.17
  • Purity≥98%
  • MDL No.MFCD03032734

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

4-Ethoxy-2-hydroxybenzaldehyde|CS-0132189

Structure of 43057-77-8

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General Information

  • CAS No. 43057-77-8
  • Cat. No. CS-0132189
  • Purity ≥98%
  • MDL No. MFCD03032734
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) benzaldehyde, 4-ethoxy-2-hydroxy-
  • SMILES O=CC1=CC=C(OCC)C=C1O

Description

4-Ethoxy-2-hydroxybenzaldehyde features a hydroxyl group ortho to the aldehyde and an ethoxy substituent at the para position, creating a polar, electron-rich aromatic scaffold. This arrangement enhances solubility in protic solvents and supports facile derivatization in synthetic pathways. The molecule exhibits stability under standard bench conditions and serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized aromatics.

Application

4-Ethoxy-2-hydroxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling access to substituted phenolic scaffolds via standard coupling and functional group transformation protocols. Its ortho-hydroxy and para-ethoxy substituents provide enhanced solubility and stability, while the aldehyde functionality facilitates efficient condensation reactions, reductive amination, and heterocycle formation under mild conditions. The compound exhibits robust bench stability and is compatible with common purification methods, making it suitable for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • null|null
      75-03-6
    • In-stock
      2,4-Dihydroxybenzaldehyde|CS-W007539
      95-01-2
    • ~46%
    • In-stock
      4-Ethoxy-2-hydroxybenzaldehyde|CS-0132189
      43057-77-8

    References

    • Binnemans, Koen; Galyametdinov, Yury G.; Van Deun, Rik; Bruce, Duncan W.; Collinson, Simon R.; Polishchuk, Arkadiy P.; Bikchantaev, Ildar; Haase, Wolfgang; Prosvirin, Andrey V.; Tinchurina, Larisa; Litvinov, Igor; Gubajdullin, Ajdar; Rakhmatullin, Ajdar; Uytterhoeven, Koen; Van Meervelt, Luc Journal of the American Chemical Society, 2000 , vol. 122, # 18 p. 4335 - 4344
  • Route2

    References

    • Prasad, Veena; Sadashiva, B. K. Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993 , vol. 225, p. 303 - 312

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-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.6034
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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