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CS-W001157 4
Total: USD 88.00

2,6-Dimethoxybenzaldehyde

  • CAS No. 3392-97-0

  • Cat. No. CS-W001249
  • Purity≥98%
  • MDL No.MFCD00010862

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

2,6-Dimethoxybenzaldehyde|CS-W001249

Structure of 3392-97-0

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General Information

  • CAS No. 3392-97-0
  • Cat. No. CS-W001249
  • Purity ≥98%
  • MDL No. MFCD00010862
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) None
  • SMILES O=Cc1c(OC)cccc1OC

Description

2,6-Dimethoxybenzaldehyde features a benzaldehyde core flanked by two methoxy groups at the 2- and 6-positions, conferring enhanced electron density and steric protection. This configuration promotes stability under standard conditions while enabling selective functionalization in synthetic workflows. The compound serves as a valuable building block for pharmaceutical intermediates and complex organic architectures.

Application

2,6-Dimethoxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted aromatic scaffolds. Its ortho-dimethoxy substitution pattern enhances solubility and stability while providing predictable regiochemistry in electrophilic and nucleophilic transformations. The aldehyde functionality facilitates straightforward imine formation, reductive amination, and coupling reactions, making it well-suited for medicinal chemistry lead optimization and heterocycle synthesis.

Synthesis

  • Route1
    • null|null
      109-72-8
    • null|null
      68-12-2
    • In-stock
      1,3-Dimethoxybenzene|CS-W018510
      151-10-0
    • ~62%
    • In-stock
      2,6-Dimethoxybenzaldehyde|CS-W001249
      3392-97-0

    References

    • Jones, Michael W.; Baldwin, Jack E.; Cowley, Andrew R.; Dilworth, Jonathan R.; Karpov, Alexei; Smiljanic, Nicolas; Thompson, Amber L.; Adlington, Robert M. Dalton Transactions, 2012 , vol. 41, # 46 p. 14068 - 14086
  • Route2
    • null|null
      2785-97-9
    • ~%
    • In-stock
      2,6-Dimethoxybenzaldehyde|CS-W001249
      3392-97-0

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2435 - 2444
  • Route3
    • null|null
      80405-38-5
    • ~%
    • In-stock
      2,6-Dimethoxybenzaldehyde|CS-W001249
      3392-97-0

    References

    • Tetrahedron Letters, , vol. 22, # 34 p. 3253 - 3256

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.5163
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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