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CS-W001157 4
Total: USD 88.00

3-Benzyloxy-4-methoxybenzaldehyde

  • CAS No. 6346-05-0

  • Cat. No. CS-W012779
  • Purity≥98%
  • MDL No.MFCD00003386

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

3-Benzyloxy-4-methoxybenzaldehyde|CS-W012779

Structure of 6346-05-0

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General Information

  • CAS No. 6346-05-0
  • Cat. No. CS-W012779
  • Purity ≥98%
  • MDL No. MFCD00003386
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₄O₃
  • Molecular Weight 242.27
  • Synonym(s) 3-Benzyloxy-4-methoxy benzaldehyde
  • SMILES O=CC1=CC=C(OC)C(OCC2=CC=CC=C2)=C1

Description

3-Benzyloxy-4-methoxybenzaldehyde features a benzaldehyde core decorated with benzyloxy and methoxy groups at the meta and para positions, respectively. This electron-rich scaffold enables direct incorporation into complex molecular architectures. The protected phenolic functionality enhances stability during synthetic manipulations. Ideal for medicinal chemistry campaigns requiring orthogonal reactivity and improved solubility.

Application

3-Benzyloxy-4-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and natural product synthesis, enabling efficient access to complex aromatic scaffolds. Its aldehyde functionality facilitates reductive amination, Grignard additions, and Wittig reactions, while the benzyloxy and methoxy groups offer orthogonal protection and electronic modulation. The compound exhibits excellent bench stability and is readily purified by silica gel chromatography, making it well-suited for iterative synthetic sequences.

Synthesis

  • Route1
    • In-stock
      Isovanillin|CS-W009023
      621-59-0
    • null|null
      100-39-0
    • ~97%
    • In-stock
      3-Benzyloxy-4-methoxybenzaldehyde|CS-W012779
      6346-05-0

    References

    • Shen, Li; Simmons, Charles J.; Sun, Dianqing Tetrahedron Letters, 2012 , vol. 53, # 32 p. 4173 - 4178
  • Route2
    • In-stock
      Isovanillin|CS-W009023
      621-59-0
    • null|null
      100-44-7
    • ~99%
    • In-stock
      3-Benzyloxy-4-methoxybenzaldehyde|CS-W012779
      6346-05-0

    References

    • Ohmori, Osamu; Takayama, Hiromitsu; Kitajima, Mariko; Aimi, Norio Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 10 p. 1512 - 1513
  • Route3
    • 2-Bromo-4-methoxy-3-(phenylmethoxy)-benzaldehyde|CS-0747042
      38849-38-6
    • ~95%
    • In-stock
      3-Benzyloxy-4-methoxybenzaldehyde|CS-W012779
      6346-05-0

    References

    • Chen, Jingbo; Zhang, Yushun; Yang, Liquan; Zhang, Xiang; Liu, Jianping; Li, Liang; Zhang, Hongbin Tetrahedron, 2007 , vol. 63, # 20 p. 4266 - 4270

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   35.53
  • LogP   3.0867
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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