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CS-W001157 4
Total: USD 88.00

Methyl 3-methoxyacrylate

  • CAS No. 34846-90-7

  • Cat. No. CS-W007972
  • Purity≥98%
  • MDL No.MFCD00128206

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

Methyl 3-methoxyacrylate|CS-W007972

Structure of 34846-90-7

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General Information

  • CAS No. 34846-90-7
  • Cat. No. CS-W007972
  • Purity ≥98%
  • MDL No. MFCD00128206
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₃
  • Molecular Weight 116.12
  • Synonym(s) 3-Methoxyacrylic Acid Methyl Ester
  • SMILES CO/C=C/C(OC)=O

Description

Methyl 3-methoxyacrylate is a reactive acrylate ester featuring a methoxy-substituted α,β-unsaturated carbonyl system. This structure enables efficient conjugate additions and Diels-Alder cycloadditions under mild conditions. The ester group enhances solubility in common organic solvents while maintaining stability during storage and handling.

Application

Methyl 3-methoxyacrylate serves as a versatile Michael acceptor and Diels-Alder dienophile in synthetic organic chemistry. Its electron-deficient alkene enables efficient conjugate additions with nucleophiles such as amines, thiols, and enolates, while its ester functionality supports further derivatization. The molecule exhibits good bench stability and facilitates straightforward purification, making it a practical building block for heterocyclic scaffolds and complex molecule synthesis.

Synthesis

  • Route1

    References

    • LONZA AG Patent: WO2009/56293 A1, 2009 ; Location in patent: Page/Page column 8-9 ;
  • Route2
    • null|null
      616-38-6
    • null|null
      74-86-2
    • ~%
    • In-stock
      Methyl 3-methoxyacrylate|CS-W007972
      34846-90-7

    References

    • Journal of the American Chemical Society, , vol. 71, p. 1259
  • Route3
    • null|null
      67-56-1
    • null|null
      292638-85-8
    • ~61%
    • In-stock
      Methyl 3,3-dimethoxypropionate|CS-W018190
      7424-91-1
    • In-stock
      Methyl 3-methoxyacrylate|CS-W007972
      34846-90-7

    References

    • Tetrahedron, , vol. 62, # 42 p. 9846 - 9854

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319
Precautionary Statements : P210-P264-P280-P302+P352-P362-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   0.3195
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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