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CS-W001157 4
Total: USD 88.00

Ethyl trans-4-decenoate

  • CAS No. 76649-16-6

  • Cat. No. CS-0185804
  • Purity≥98%
  • MDL No.MFCD00015574

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

Ethyl trans-4-decenoate|CS-0185804

Structure of 76649-16-6

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General Information

  • CAS No. 76649-16-6
  • Cat. No. CS-0185804
  • Purity ≥98%
  • MDL No. MFCD00015574
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₂O₂
  • Molecular Weight 198.30
  • Synonym(s) None
  • SMILES CCCCC/C=C/CCC(=O)OCC

Description

Ethyl trans-4-decenoate features a conjugated enoate system that enables efficient participation in [3+2] cycloadditions and Diels-Alder reactions. This trans-configured ester delivers high stereoselectivity in synthetic transformations, serving as a robust scaffold for complex molecular architectures. The ethyl ester group enhances solubility and stability under standard conditions.

Application

Ethyl trans-4-decenoate serves as a versatile linear unsaturated ester scaffold for transition-metal-catalyzed cross-coupling and conjugate addition reactions. Its well-defined trans-alkene geometry enables stereoselective transformations, while the terminal olefin and ester functionalities offer orthogonal reactivity for downstream functionalization. The compound exhibits excellent bench stability and is readily purified by standard distillation or chromatography, facilitating integration into complex molecule synthesis workflows.

Synthesis

  • Route1
    • null|null
      592-76-7
    • ~41%
    • null|null
      29493-00-3
    • null|null
      54509-73-8
    • In-stock
      Ethyl trans-4-decenoate|CS-0185804
      76649-16-6
    • null|null
      14277-17-9

    References

    • Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 35, # 11 p. 2403 - 2404 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2618 - 2619
  • Route2
    • 1-Octen-3-yl Acetate|CS-0152332
      2442-10-6
    • null|null
      5764-82-9
    • ~58%
    • In-stock
      Ethyl trans-4-decenoate|CS-0185804
      76649-16-6
    • null|null
      109756-10-7

    References

    • Tetrahedron Letters, , vol. 27, # 35 p. 4223 - 4226
  • Route3
    • In-stock
      Oct-1-en-3-ol|CS-W011126
      3391-86-4
    • null|null
      802294-64-0
    • null|null
      78-39-7
    • ~99%
    • In-stock
      Ethyl trans-4-decenoate|CS-0185804
      76649-16-6

    References

    • Boivin, Jean; Callier-Dublanchet, Anne-Claude; Quiclet-Sire, Beatrice; Schiano, Anne-Marie; Zard, Samir Z. Tetrahedron, 1995 , vol. 51, # 23 p. 6517 - 6528

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.4662
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   8

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