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CS-W001157 4
Total: USD 88.00

2,3-Epoxypropyl acrylate

  • CAS No. 106-90-1

  • Cat. No. CS-0121286
  • Purity95% (stabilized with MEHQ)
  • MDL No.MFCD00005138
  • AREC Toxic Substance

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

2,3-Epoxypropyl acrylate|CS-0121286

Structure of 106-90-1

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General Information

  • CAS No. 106-90-1
  • Cat. No. CS-0121286
  • Purity 95% (stabilized with MEHQ)
  • MDL No. MFCD00005138
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₃
  • Molecular Weight 128.13
  • Synonym(s) Glycidyl acrylate
  • SMILES C=CC(OCC1CO1)=O

Description

2,3-Epoxypropyl acrylate features a reactive epoxide ring fused to an acrylate double bond, enabling dual functionality in polymerization. This structure facilitates crosslinking via ring-opening and radical addition, delivering enhanced mechanical properties and thermal stability in coatings, adhesives, and composite materials.

Application

2,3-Epoxypropyl acrylate serves as a versatile bifunctional monomer enabling efficient conjugate addition and epoxide ring-opening reactions. Its acrylate group facilitates rapid Michael additions under mild conditions, while the terminal epoxide supports nucleophilic functionalization with amines, thiols, or alcohols. The molecule exhibits good bench stability and compatibility with diverse reaction media, making it well-suited for polymer synthesis, surface modification, and the construction of functionalized scaffolds in materials and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • US2003/216587 A1, ; Page/Page column 3-4 ;
  • Route2
    • Allyl acrylate|CS-0167369
      999-55-3
    • ~27%
    • 2,3-Epoxypropyl acrylate|CS-0121286
      106-90-1

    References

    • Tetrahedron, , vol. 48, # 24 p. 5099 - 5110
  • Route3
    • null|null
      106-92-3
    • ~%
    • 2,3-Epoxypropyl acrylate|CS-0121286
      106-90-1

    References

    • Russian Journal of General Chemistry, , vol. 77, # 1 p. 55 - 61

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2927
Class : 6.1(8)
Packing Group : Ⅱ
Hazard Statements : H301-H311-H314-H331-H317
Precautionary Statements : P260-P264-P270-P301+P310-P301+P330+P331-P303+P361+P353-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.83
  • LogP   0.1144
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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