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CS-W001157 4
Total: USD 88.00

3-(4-Acetoxy-3-methoxyphenyl)acrylic acid

  • CAS No. 2596-47-6

  • Cat. No. CS-0128888
  • Purity≥98%
  • MDL No.None

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

3-(4-Acetoxy-3-methoxyphenyl)acrylic acid|CS-0128888

Structure of 2596-47-6

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General Information

  • CAS No. 2596-47-6
  • Cat. No. CS-0128888
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂O₅
  • Molecular Weight 236.22
  • Synonym(s) ACETYLFERULIC ACID
  • SMILES O=C(O)/C=C/C1=CC=C(OC(C)=O)C(OC)=C1

Description

This acrylate derivative features a phenolic ether and ester moiety positioned ortho to the acrylic double bond, enabling conjugation with biomolecules under mild conditions. The para-acetoxy substitution enhances electrophilicity, facilitating efficient coupling reactions in bioconjugation workflows.

Application

3-(4-Acetoxy-3-methoxyphenyl)acrylic acid serves as a versatile building block for synthesizing bioactive aromatic compounds. Its conjugated enone system enables Diels–Alder reactions and Michael additions, while the acetoxy and methoxy groups offer orthogonal protection for downstream functionalization. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted phenylacrylates and heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Nippon Zoki Pharmaceutical Co., Ltd. Patent: US6121326 A1, 2000 ;
  • Route2
    • In-stock
      Ferulic acid|CS-0007108
      1135-24-6
    • null|null
      108-24-7
    • ~96%
    • In-stock
      3-(4-Acetoxy-3-methoxyphenyl)acrylic acid|CS-0128888
      2596-47-6

    References

    • Liu, Kun; Yao, Shuowei; Lou, Yinghan; Xu, Yungen Carbohydrate Research, 2013 , vol. 381, p. 83 - 92
  • Route3

    References

    • Chenault, J.; Dupin, J. F. E. Synthetic Communications, 1984 , vol. 14, # 11 p. 1059 - 1066

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319-H334
Precautionary Statements : P261-P264-P270-P280-P285-P305+P351+P338-P330-P501

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Computational Chemistry Data

  • TPSA   72.83
  • LogP   1.7183
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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