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CS-W001157 4
Total: USD 88.00

2-Benzylacrylic acid

  • CAS No. 5669-19-2

  • Cat. No. CS-W005088
  • Molecule weight162.19
  • Purity≥98%
  • MDL No.MFCD00854174

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

2-Benzylacrylic acid|CS-W005088

Structure of 5669-19-2

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General Information

  • CAS No. 5669-19-2
  • Cat. No. CS-W005088
  • Purity ≥98%
  • MDL No. MFCD00854174
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 2-Methylene-3-phenylpropionic acid
  • SMILES C=C(C(O)=O)CC1=CC=CC=C1

Description

2-Benzylacrylic acid features a conjugated system linking a styrenyl group to an acrylic acid moiety, enabling efficient participation in Michael additions and Diels-Alder reactions. This structure delivers enhanced reactivity in synthetic transformations while maintaining bench-stable handling under standard conditions.

Application

2-Benzylacrylic acid serves as a versatile building block for synthesizing substituted cinnamic acid derivatives and functionalized heterocycles. Its α,β-unsaturated carboxylic acid functionality enables direct participation in Michael additions, Diels-Alder reactions, and palladium-catalyzed coupling processes. The benzyl group provides steric and electronic modulation while maintaining stability under standard reaction conditions, facilitating purification and integration into complex molecular architectures relevant to pharmaceutical and agrochemical research.

Synthesis

  • Route1
    • null|null
      50-00-0
    • In-stock
      2-Benzylmalonic acid|CS-0106201
      616-75-1
    • ~10%
    • In-stock
      2-Benzylacrylic acid|CS-W005088
      5669-19-2

    References

    • Lui, Xuewei; Hu, Eric; Tian, Xinrong; Mazur, Adam; Ebetino, Frank H. Journal of Organometallic Chemistry, 2002 , vol. 646, # 1-2 p. 212 - 222
  • Route2

    References

    • Adolor Corporation Patent: US2005/203123 A1, 2005 ; Location in patent: Page/Page column 25-26 ;
  • Route3
    • null|null
      20593-63-9
    • ~98%
    • In-stock
      2-Benzylacrylic acid|CS-W005088
      5669-19-2

    References

    • Beddow, James E.; Davies, Stephen G.; Ling, Kenneth B.; Roberts, Paul M.; Russell, Angela J.; Smith, Andrew D.; Thomson, James E. Organic and Biomolecular Chemistry, 2007 , vol. 5, # 17 p. 2812 - 2825

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   37.3
  • LogP   1.8699
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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