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CS-W001157 4
Total: USD 88.00

Divanillin

  • CAS No. 2092-49-1

  • Cat. No. CS-0150461
  • Molecule weight302.28
  • Purity≥95%
  • MDL No.MFCD00156888

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

Divanillin|CS-0150461

Structure of 2092-49-1

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General Information

  • CAS No. 2092-49-1
  • Cat. No. CS-0150461
  • Purity ≥95%
  • MDL No. MFCD00156888
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₄O₆
  • Molecular Weight 302.28
  • Synonym(s) Dehydrodivanillin
  • SMILES COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C=O)OC)O)C=O

Description

6,6'-Dihydroxy-5,5'-dimethoxybiphenyl-3,3'-dicarbaldehyde features two aldehyde groups flanked by electron-rich hydroxyl and methoxy substituents, enabling robust coupling in cross-coupling reactions. This bifunctional scaffold integrates readily into complex molecular architectures under mild conditions, offering enhanced solubility and stability in aqueous-organic media.

Application

6,6'-Dihydroxy-5,5'-dimethoxybiphenyl-3,3'-dicarbaldehyde serves as a versatile bifunctional building block for the synthesis of complex polyfunctionalized biphenyl scaffolds. The ortho-dicarbonyl motif enables efficient condensation reactions, while the phenolic and methoxy groups offer orthogonal reactivity for selective derivatization. Its bench-stable structure facilitates straightforward purification and integration into multi-step synthetic sequences targeting functionalized heterocycles and advanced intermediates.

Synthesis

  • Route1
    • Vanillin, ≥97%|CS-1268660
      121-33-5
    • ~94%
    • In-stock
      Divanillin|CS-0150461
      2092-49-1

    References

    • Mouterde, Louis M. M.; Flourat, Amandine L.; Cannet, Molly M. M.; Ducrot, Paul-Henri; Allais, Florent European Journal of Organic Chemistry, 2013 , # 1 p. 173 - 179
  • Route2

    References

    • Ishida, Junko; Kozuka, Mutsuo; Tokuda, Harukuni; Nishino, Hoyoku; Nagumo, Seiji; Lee, Kuo Hsiung; Nagai, Masahiro Bioorganic and medicinal chemistry, 2002 , vol. 10, # 10 p. 3361 - 3365
  • Route3
    • null|null
      7697-37-2
    • Vanillin, ≥97%|CS-1268660
      121-33-5
    • ~%
    • 2-Methoxy-4,6-Dinitrophenol|CS-0744771
      4097-63-6
    • In-stock
      4-Hydroxy-3-methoxy-5-nitrobenzaldehyde|CS-W015680
      6635-20-7
    • In-stock
      Divanillin|CS-0150461
      2092-49-1

    References

    • Menke; Bentley Journal of the American Chemical Society, 1898 , vol. 20, p. 316 Full Text View citing articles Show Details Bentley American Chemical Journal, 1900 , vol. 24, p. 176

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   93.06
  • LogP   2.407
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   5

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