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CS-W001157 4
Total: USD 88.00

VinylBenzoate(stabilizedwithMEHQ)

  • CAS No. 769-78-8

  • Cat. No. CS-0167828
  • Molecule weight148.16
  • Purity≥98%
  • MDL No.MFCD00048141

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

VinylBenzoate(stabilizedwithMEHQ)|CS-0167828

Structure of 769-78-8

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General Information

  • CAS No. 769-78-8
  • Cat. No. CS-0167828
  • Purity ≥98%
  • MDL No. MFCD00048141
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₂
  • Molecular Weight 148.16
  • Synonym(s) Vinylester kyseliny benzoove [Czech]
  • SMILES O=C(OC=C)C1=CC=CC=C1

Description

Vinylbenzoate (stabilized with MEHQ) is a bench-stable vinyl monomer featuring a benzoate ester group that enhances solubility in organic media. This stabilized form prevents premature polymerization, enabling reliable incorporation into copolymer systems under standard conditions. The para-substituted aromatic ring contributes to electronic stability and facilitates downstream functionalization.

Application

Vinyl benzoate (stabilized with MEHQ) serves as a versatile vinyl monomer in cross-coupling and polymerization workflows, offering enhanced bench stability due to MEHQ inhibition of radical polymerization. It functions as a key building block for functionalized polymers and conjugated systems, enabling efficient palladium-catalyzed coupling reactions with broad functional group tolerance. Its mild reactivity profile facilitates straightforward purification and integration into complex synthetic sequences.

Synthesis

  • Route1

    References

    • CELANESE INTERNATIONAL CORPORATION; KIMMICH, Barbara, F. M.; TOOMEY, Hannah, E.; YAO, Qiang; TORRENCE, G., Paull; VAN DER WAAL, Jan, Cornelius; SILBEROVA, Bozena, Aeijelts, Averink Patent: WO2010/129029 A2, 2010 ; Location in patent: Page/Page column 33-34 ;
  • Route2
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      98-88-4
    • ~75%
    • In-stock
      VinylBenzoate(stabilizedwithMEHQ)|CS-0167828
      769-78-8

    References

    • Soederberg, Bjoern C.; Liu, Jian; Ball, Thomas W.; Turbeville, Michael J. Journal of Organic Chemistry, 1997 , vol. 62, # 17 p. 5945 - 5952
  • Route3

    References

    • US2245131 , ; DE753039 , ; DRP/DRBP Org.Chem. US2299862 , ;

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-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.9869
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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