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CS-W001157 4
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Methyl penta-2,4-dienoate

  • CAS No. 1515-75-9

  • Cat. No. CS-0207613
  • Purity≥95%
  • MDL No.MFCD00042847

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

Methyl penta-2,4-dienoate|CS-0207613

Structure of 1515-75-9

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General Information

  • CAS No. 1515-75-9
  • Cat. No. CS-0207613
  • Purity ≥95%
  • MDL No. MFCD00042847
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₂
  • Molecular Weight 112.13
  • Synonym(s) 1-methoxycarbonyl-1,3-butadiene
  • SMILES C=CC=CC(OC)=O

Description

Methyl penta-2,4-dienoate features a conjugated diene system flanked by ester and methyl groups, enabling efficient participation in Diels-Alder reactions. This electron-deficient diene integrates readily into cycloaddition workflows under mild conditions, delivering functionalized cyclic intermediates with predictable stereochemistry.

Application

Methyl penta-2,4-dienoate serves as a versatile synthetic building block in organic synthesis, enabling efficient access to conjugated diene systems and heterocyclic scaffolds. Its α,β-unsaturated ester functionality supports a broad range of transformations including Diels-Alder cycloadditions, Michael additions, and transition-metal-catalyzed couplings. The molecule exhibits good bench stability and is readily purified by distillation or flash chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      38330-80-2
    • null|null
      107-02-8
    • ~%
    • In-stock
      Methyl penta-2,4-dienoate|CS-0207613
      1515-75-9

    References

    • Dr. Reddy's Laboratories Ltd. Patent: EP2221299 A2, 2010 ; Location in patent: Page/Page column 8 ;
  • Route2
    • null|null
      67-56-1
    • Penta-2,4-dienoic acid,95% +(GC)(isomers mixture)|CS-0199455
      626-99-3
    • ~20%
    • In-stock
      Methyl penta-2,4-dienoate|CS-0207613
      1515-75-9

    References

    • Andersen, Soeren H.; Das, Nalin B.; Joergensen, Ruth D.; Kjeldsen, Gunhild; Knudsen, Jes S.; et al. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1982 , vol. 36, # 1 p. 1 - 14
  • Route3
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl penta-2,4-dienoate|CS-0207613
      1515-75-9

    References

    • Kohler, Butler Journal of the American Chemical Society, 1926 , vol. 48, p. 1045

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335-H412
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   0.9016
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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