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CS-W001157 4
Total: USD 88.00

2,3-Dimethoxyphenol

  • CAS No. 5150-42-5

  • Cat. No. CS-0150321
  • Purity≥98%
  • MDL No.MFCD00008366

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

2,3-Dimethoxyphenol|CS-0150321

Structure of 5150-42-5

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General Information

  • CAS No. 5150-42-5
  • Cat. No. CS-0150321
  • Purity ≥98%
  • MDL No. MFCD00008366
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀O₃
  • Molecular Weight 154.16
  • Synonym(s) Phenol, 2,3-dimethoxy- (8CI)(9CI)
  • SMILES COC1=CC=CC(=C1OC)O

Description

2,3-Dimethoxyphenol features two methoxy groups positioned ortho to each other on a phenolic backbone, enhancing solubility and stabilizing the aromatic system. This configuration imparts strong electron-donating character, making it valuable in synthesis of complex natural products and functional materials. The compound exhibits bench-stable handling under standard conditions and integrates readily into oxidative coupling reactions.

Application

2,3-Dimethoxyphenol serves as a valuable building block in synthetic organic chemistry, enabling access to substituted aromatic scaffolds via standard electrophilic and transition-metal-catalyzed coupling reactions. Its ortho-dimethoxy substitution pattern provides enhanced stability and facilitates selective functionalization, while the phenolic hydroxyl group allows for derivatization or protection under mild conditions. The compound’s bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and natural product synthesis workflows.

Synthesis

  • Route1

    References

    • Roy, Amrita; Reddy; Mohanta, Pramod K.; Ila; Junjappa Synthetic Communications, 1999 , vol. 29, # 21 p. 3781 - 3791
  • Route2
    • null|null
      52249-83-9
    • ~95%
    • In-stock
      2,3-Dimethoxyphenol|CS-0150321
      5150-42-5

    References

    • Dietl, F.; Gierer, G.; Merz, A. Synthesis, 1985 , # 6/7 p. 626 - 631
  • Route3
    • null|null
      67-56-1
    • In-stock
      2,3-Dimethoxybenzaldehyde|CS-M3620
      86-51-1
    • ~29%
    • In-stock
      2,3-Dimethoxyphenol|CS-0150321
      5150-42-5
    • Methyl 2,3-dimethoxybenzoate|CS-0204651
      2150-42-7

    References

    • Matsumoto, Masakatsu; Kobayashi, Hisako; Hotta, Yasushi Journal of Organic Chemistry, 1984 , vol. 49, # 24 p. 4740 - 4741

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

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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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