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CS-W001157 4
Total: USD 88.00

2-Vinylbenzoic acid,95%(stabilized with TBC)

  • CAS No. 27326-43-8

  • Cat. No. CS-0313033
  • Purity98%(stabilized with TBC)
  • MDL No.None

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

2-Vinylbenzoic acid,95%(stabilized with TBC)|CS-0313033

Structure of 27326-43-8

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General Information

  • CAS No. 27326-43-8
  • Cat. No. CS-0313033
  • Purity 98%(stabilized with TBC)
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₂
  • Molecular Weight 148.16
  • Synonym(s) None
  • SMILES C=CC1=CC=CC=C1C(=O)O

Description

2-Vinylbenzoic acid, stabilized with TBC, features a conjugated vinyl group adjacent to the carboxylic acid moiety, enabling efficient incorporation into polymer backbones and crosslinking networks. This bench-stable derivative exhibits enhanced reactivity in free-radical processes and maintains compatibility with aqueous and organic media.

Application

2-Vinylbenzoic acid, 95% (stabilized with TBC) serves as a versatile building block in synthetic organic chemistry, enabling direct incorporation into conjugated systems via copolymerization or transition-metal-catalyzed coupling reactions. The vinyl group exhibits high reactivity in Heck, Suzuki, and Diels-Alder transformations, while the carboxylic acid functionality provides a handle for derivatization, including esterification and amide formation. Stabilized with TBC, the compound demonstrates enhanced bench stability and resistance to polymerization during storage and handling, facilitating reliable use in iterative synthesis and heterocycle construction.

Synthesis

  • Route1
    • 2-Vinyl-benzoic acid ethyl ester|CS-W004208
      32082-32-9
    • ~95%
    • In-stock
      2-Vinylbenzoic acid,95%(stabilized with TBC)|CS-0313033
      27326-43-8

    References

    • Matos, Marie-Christine; Murphy, Paul V. Journal of Organic Chemistry, 2007 , vol. 72, # 5 p. 1803 - 1806
  • Route2
    • Naphthalene-1,2-dione (Dapoxetine  Impurity)|CS-0228898
      524-42-5
    • ~11%
    • 2-(2-Carboxyvinyl)benzoic acid|CS-0454162
      612-40-8
    • In-stock
      2-Vinylbenzoic acid,95%(stabilized with TBC)|CS-0313033
      27326-43-8
    • null|null
      62499-91-6

    References

    • Batanero, Belen; Barba, Fructuoso; Barba, Isidoro; Elinson, Michail N. Tetrahedron Letters, 2014 , vol. 55, # 1 p. 82 - 85
  • Route3
    • null|null
      124-38-9
    • In-stock
      1-Bromo-2-vinylbenzene,98%(stabilized with TBC)|CS-W017069
      2039-88-5
    • ~80%
    • In-stock
      2-Vinylbenzoic acid,95%(stabilized with TBC)|CS-0313033
      27326-43-8

    References

    • Cottrell, Ian F.; Cowley, Andrew R.; Croft, Laura J.; Hymns, Lauren; Moloney, Mark G.; Nettleton, Ewan J.; Kirsty Smithies; Thompson, Amber L. Tetrahedron, 2009 , vol. 65, # 12 p. 2537 - 2550

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318-H335
Precautionary Statements : P261-P271-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.0278
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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