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CS-W001157 4
Total: USD 88.00

Methyl 2-benzylacrylate

  • CAS No. 3070-71-1

  • Cat. No. CS-0158062
  • Purity≥95%
  • MDL No.None

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

Methyl 2-benzylacrylate|CS-0158062

Structure of 3070-71-1

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General Information

  • CAS No. 3070-71-1
  • Cat. No. CS-0158062
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₂
  • Molecular Weight 176.21
  • Synonym(s) o-benzyl acrylic acid methyl ester
  • SMILES C=C(CC1=CC=CC=C1)C(=O)OC

Description

Methyl 2-benzylacrylate features a conjugated acrylate moiety flanked by a benzyl group, enabling efficient incorporation into polymer backbones and crosslinking networks. This electron-deficient alkene facilitates Michael additions and copolymerization under mild conditions, offering high reactivity with nucleophiles while maintaining bench-stable handling properties.

Application

Methyl 2-benzylacrylate serves as a versatile Michael acceptor and diene in Diels-Alder reactions, enabling efficient construction of substituted cyclohexene scaffolds. Its α,β-unsaturated ester functionality exhibits high reactivity in nucleophilic additions and copolymerization processes, while the benzyl group provides steric and electronic modulation. Bench-stable and readily purified by distillation or column chromatography, it facilitates reproducible synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      80-62-6
    • In-stock
      Phenylboronic acid|CS-W001090
      98-80-6
    • ~84%
    • In-stock
      Methyl 2-benzylacrylate|CS-0158062
      3070-71-1

    References

    • Mi, Xia; Huang, Mengmeng; Guo, Hai; Wu, Yangjie Tetrahedron, 2013 , vol. 69, # 25 p. 5123 - 5128
  • Route2
    • null|null
      67-56-1
    • 2-Benzylacrylic acid Racecadotril Impurity|CS-0229693
      5669-19-2
    • ~99%
    • In-stock
      Methyl 2-benzylacrylate|CS-0158062
      3070-71-1

    References

    • Adolor Corporation Patent: US2005/203123 A1, 2005 ; Location in patent: Page/Page column 25-26 ;
  • Route3
    • In-stock
      Methyl 2-(bromomethyl)acrylate|CS-W017298
      4224-69-5
    • null|null
      603-33-8
    • ~91%
    • In-stock
      Methyl 2-benzylacrylate|CS-0158062
      3070-71-1

    References

    • Rao, Maddali L. N.; Giri, Somnath European Journal of Organic Chemistry, 2012 , # 24 p. 4580 - 4589

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.9583
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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