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CS-W001157 4
Total: USD 88.00

2,4-Dimethoxyphenol

  • CAS No. 13330-65-9

  • Cat. No. CS-W018911
  • Molecule weight154.16
  • Purity≥97%
  • MDL No.MFCD00060637

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

2,4-Dimethoxyphenol|CS-W018911

Structure of 13330-65-9

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General Information

  • CAS No. 13330-65-9
  • Cat. No. CS-W018911
  • Purity ≥97%
  • MDL No. MFCD00060637
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀O₃
  • Molecular Weight 154.16
  • Synonym(s) None
  • SMILES COC1=C(C=CC(=C1)OC)O

Description

2,4-Dimethoxyphenol features two methoxy groups at the 2- and 4-positions of the phenolic ring, enhancing solubility and stability. This electron-rich scaffold serves as a key intermediate in synthesizing bioactive molecules and functional polymers. The para-methoxy substitution pattern imparts strong resonance stabilization to the phenoxide anion, enabling controlled reactivity in electrophilic coupling reactions.

Application

2,4-Dimethoxyphenol serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho- and para-dimethoxy substitution pattern provides enhanced stability and facilitates electrophilic aromatic substitution reactions. The phenolic functionality allows for straightforward derivatization via etherification or coupling protocols, while the methoxy groups offer predictable regioselectivity and functional group tolerance in multistep syntheses.

Synthesis

  • Route1

    References

    • European Journal of Medicinal Chemistry, , vol. 69, p. 798 - 816
  • Route2

    References

    • Organic Letters, , vol. 15, # 13 p. 3484 - 3486
  • Route3
    • In-stock
      2,4-Dimethoxybenzaldehyde|CS-W020102
      613-45-6
    • ~9%
    • In-stock
      2,4-Dimethoxyphenol|CS-W018911
      13330-65-9
    • null|null
      171737-44-3

    References

    • Journal of Organic Chemistry, , vol. 56, # 20 p. 5924 - 5931

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   38.69
  • LogP   1.4094
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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