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CS-W001157 4
Total: USD 88.00

2-Hydroxy-4-methoxybenzaldehyde

  • CAS No. 673-22-3

  • Cat. No. CS-D1182
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD00003327

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

2-Hydroxy-4-methoxybenzaldehyde|CS-D1182

Structure of 673-22-3

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General Information

  • CAS No. 673-22-3
  • Cat. No. CS-D1182
  • Purity ≥97%
  • MDL No. MFCD00003327
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight None
  • Synonym(s) 4-Methoxysalicylaldehyde
  • SMILES O=CC1=CC=C(OC)C=C1O

Description

2-Hydroxy-4-methoxybenzaldehyde is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants.2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.

Application

2-Hydroxy-4-methoxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to bioactive heterocycles and natural product analogs. Its ortho-hydroxyl and para-methoxy substituents provide complementary functionality for directed metalation, electrophilic substitution, and coupling reactions. The aldehyde group facilitates reductive amination, Schiff base formation, and Ullmann-type condensations. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Hu, Chunqi; Li, Xin; Wang, Weisi; Zhang, Lei; Tao, Lulu; Dong, Xiaowu; Sheng, Rong; Yang, Bo; Hu, Yongzhou Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 18 p. 5454 - 5461
  • Route2

    References

    • Du, Zhen-Ting; Lu, Jing; Yu, Hong-Rui; Xu, Yan; Li, An-Pai Journal of Chemical Research, 2010 , # 4 p. 222 - 227
  • Route3
    • null|null
      50-00-0
    • In-stock
      3-Methoxyphenol|CS-D1677
      150-19-6
    • ~98%
    • In-stock
      2-Hydroxy-4-methoxybenzaldehyde|CS-D1182
      673-22-3

    References

    • Phan, Diem H. T.; Kim, Byoungmoo; Dong, Vy M. Journal of the American Chemical Society, 2009 , vol. 131, # 43 p. 15608 - 15609

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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