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CS-W001157 4
Total: USD 88.00

4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid

  • CAS No. 5711-41-1

  • Cat. No. CS-0150425
  • Purity≥98%
  • MDL No.MFCD00020486

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

4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid|CS-0150425

Structure of 5711-41-1

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General Information

  • CAS No. 5711-41-1
  • Cat. No. CS-0150425
  • Purity ≥98%
  • MDL No. MFCD00020486
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀O₄
  • Molecular Weight 206.19
  • Synonym(s) TRANS-3-(4-METHOXYBENZOYL)ACRYLIC ACID
  • SMILES COC1=CC=C(C=C1)C(=O)C=CC(=O)O

Description

4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid features a conjugated enone system linked to a para-methoxyphenyl group, enabling efficient integration into Michael addition cascades. The electron-rich aromatic moiety enhances solubility and reactivity in polar media, while the α,β-unsaturated ketone serves as a key electrophilic handle for bioconjugation and synthetic transformations under mild conditions.

Application

4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid serves as a versatile synthetic building block for conjugated enone systems and heterocyclic scaffolds. Its α,β-unsaturated ketone functionality enables Diels-Alder reactions, Michael additions, and condensation processes under mild conditions. The methoxyphenyl group provides steric and electronic modulation, enhancing solubility and reactivity in multi-step synthesis. Bench-stable and readily purified by recrystallization, it functions effectively in medicinal chemistry campaigns requiring extended conjugation or electrophilic carbon centers.

Synthesis

  • Route1
    • null|null
      108-31-6
    • null|null
      100-66-3
    • ~50%
    • In-stock
      4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid|CS-0150425
      5711-41-1

    References

    • Pant, Umesh C.; Gaur, B. S.; Chugh, Manju Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 947 - 950
  • Route2
    • null|null
      127427-28-5
    • ~%
    • In-stock
      4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid|CS-0150425
      5711-41-1

    References

    • Journal of the American Chemical Society, , vol. 46, p. 218,219
  • Route3
    • Methyl 4-(4-methoxyphenyl)-4-oxobutanoate|CS-0361847
      5447-74-5
    • ~%
    • In-stock
      4-(4-Methoxyphenyl)-4-oxobut-2-enoic acid|CS-0150425
      5711-41-1

    References

    • Journal of the American Chemical Society, , vol. 46, p. 218,219

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   63.6
  • LogP   1.5187
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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