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CS-W001157 4
Total: USD 88.00

(E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid

  • CAS No. 29582-39-6

  • Cat. No. CS-0514944
  • Purity≥96%
  • MDL No.None

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

(E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid|CS-0514944

Structure of 29582-39-6

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General Information

  • CAS No. 29582-39-6
  • Cat. No. CS-0514944
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇ClO₃
  • Molecular Weight 210.61
  • Synonym(s) None
  • SMILES C(/C=C/C(O)=O)(=O)C1=CC=C(Cl)C=C1

Description

(E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid features a conjugated enone system flanked by a para-chlorophenyl group and a carboxylic acid, enabling direct participation in Michael additions and Diels–Alder reactions. This electron-deficient alkene integrates readily into synthetic routes for bioactive heterocycles under mild conditions.

Application

(E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid serves as a versatile Michael acceptor and β-keto acid building block in synthetic organic chemistry. Its conjugated enone system enables efficient nucleophilic addition reactions, while the carboxylic acid group facilitates derivatization and purification via standard chromatographic or crystallization methods. The molecule exhibits good bench stability and functional group tolerance, making it suitable for constructing complex scaffolds in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      108-31-6
    • null|null
      108-90-7
    • ~81%
    • In-stock
      (E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid|CS-0514944
      29582-39-6

    References

    • Eissa Journal of the Chinese Chemical Society, 2005 , vol. 52, # 6 p. 1205 - 1214
  • Route2
    • null|null
      2689-81-8
    • ~%
    • In-stock
      (E)-4-(4-Chlorophenyl)-4-oxobut-2-enoic acid|CS-0514944
      29582-39-6

    References

    • Kuchar,M. et al. Collection of Czechoslovak Chemical Communications, 1972 , vol. 37, p. 3950 - 3955
  • Route3

    References

    • Kuchar,M. et al. Collection of Czechoslovak Chemical Communications, 1972 , vol. 37, p. 3950 - 3955

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   54.37
  • LogP   2.1635
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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