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CS-W001157 4
Total: USD 88.00

3,4-Bis(benzyloxy)benzaldehyde

  • CAS No. 5447-02-9

  • Cat. No. CS-W012015
  • Purity≥98%
  • MDL No.None

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

3,4-Bis(benzyloxy)benzaldehyde|CS-W012015

Structure of 5447-02-9

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General Information

  • CAS No. 5447-02-9
  • Cat. No. CS-W012015
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₈O₃
  • Molecular Weight 318.37
  • Synonym(s) 3,4-diphenoxybenzaldehyde
  • SMILES O=CC1=CC=C(OCC2=CC=CC=C2)C(OCC3=CC=CC=C3)=C1

Description

3,4-Bis(benzyloxy)benzaldehyde features two benzyloxy groups flanking a para-aldehyde on a benzene ring, delivering enhanced solubility and stability in organic synthesis. This electron-rich scaffold enables efficient coupling reactions and serves as a robust building block for complex molecular architectures.

Application

3,4-Bis(benzyloxy)benzaldehyde serves as a versatile building block in medicinal chemistry and natural product synthesis, offering orthogonal protection of two phenolic hydroxyl groups while retaining an aldehyde handle for downstream transformations. The benzyloxy groups provide excellent bench stability and compatibility with standard deprotection conditions, enabling selective manipulation during multi-step sequences. Its defined substitution pattern facilitates predictable reactivity in coupling reactions and heterocycle formation.

Synthesis

  • Route1
    • null|null
      100-44-7
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~99%
    • In-stock
      3,4-Bis(benzyloxy)benzaldehyde|CS-W012015
      5447-02-9

    References

    • Nemecek, Gregor; Cudaj, Judith; Podlech, Joachim European Journal of Organic Chemistry, 2012 , # 20 p. 3863 - 3870
  • Route2
    • null|null
      100-39-0
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~94%
    • In-stock
      3,4-Bis(benzyloxy)benzaldehyde|CS-W012015
      5447-02-9

    References

    • Miyake, Muneharu; Hanaoka, Yoshiaki; Fujimoto, Yasuo; Sato, Yoshio; Taketomo, Naoki; Yokota, Itsuro; Yoshiyama, Yoshihiro Heterocycles, 1996 , vol. 43, # 3 p. 665 - 674
  • Route3

    References

    • Viton, Florian; Landreau, Cyrille; Rustidge, David; Little, Gill; Robert, Fabien; Williamson, Gary; Barron, Denis Journal of Labelled Compounds and Radiopharmaceuticals, 2010 , vol. 53, # 5-6 p. 371 - 374

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   4.6571
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   7

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