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CS-W001157 4
Total: USD 88.00

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate(stabilizedwithMEHQ)

  • CAS No. 13818-44-5

  • Cat. No. CS-0167878
  • Purity≥98%
  • MDL No.MFCD28964174

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

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate(stabilizedwithMEHQ)|CS-0167878

Structure of 13818-44-5

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General Information

  • CAS No. 13818-44-5
  • Cat. No. CS-0167878
  • Purity ≥98%
  • MDL No. MFCD28964174
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀O₅
  • Molecular Weight 186.16
  • Synonym(s) Methacrylic Acid (2-Oxo-1,3-dioxolan-4-yl)methyl Ester (stabilized with MEHQ)
  • SMILES C=C(C)C(OCC1OC(OC1)=O)=O

Description

This methacrylate ester features a 2-oxo-1,3-dioxolan-4-ylmethyl moiety that enables selective incorporation into polymer architectures under mild conditions. The stabilized form, preserved with MEHQ, ensures shelf-life integrity and reliable performance in free-radical polymerization workflows.

Application

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate serves as a stable, bench-ready building block for the synthesis of functionalized polymers and bioactive heterocycles. Its acetonide-protected 1,3-dioxolane moiety offers enhanced stability and selective deprotection under mild acidic conditions, while the pendant methacrylate group enables facile radical polymerization or conjugate addition reactions. Compatible with diverse reaction conditions and readily purified by standard chromatography, it functions as a versatile platform for advanced materials and medicinal chemistry applications.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      Glycidyl methacrylate|CS-0063449
      106-91-2
    • ~99%
    • In-stock
      (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate(stabilizedwithMEHQ)|CS-0167878
      13818-44-5

    References

    • Aoyagi, Naoto; Furusho, Yoshio; Endo, Takeshi Tetrahedron Letters, 2013 , vol. 54, # 51 p. 7031 - 7034
  • Route2
    • 4-(Hydroxymethyl)-1,3-dioxolan-2-one|CS-0158426
      931-40-8
    • null|null
      920-46-7
    • ~%
    • In-stock
      (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate(stabilizedwithMEHQ)|CS-0167878
      13818-44-5

    References

    • Beckel, Eric R.; Stansbury, Jeffrey W.; Bowman, Christopher N. Macromolecules, 2005 , vol. 38, # 23 p. 9474 - 9481
  • Route3
    • null|null
      1607-31-4
    • null|null
      80-62-6
    • ~%
    • null|null
      79-20-9
    • In-stock
      (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate(stabilizedwithMEHQ)|CS-0167878
      13818-44-5

    References

    • Westfechtel, Alfred Patent: US2008/255373 A1, 2008 ; Location in patent: Page/Page column 3 ;

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   61.83
  • LogP   0.6411
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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