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CS-W001157 4
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3-Vinylbicyclo[4.2.0]octa-1,3,5-triene,98% (stabilized with TBC)

  • CAS No. 99717-87-0

  • Cat. No. CS-W006426
  • Purity98% (stabilized with TBC)
  • MDL No.MFCD09834065

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

3-Vinylbicyclo[4.2.0]octa-1,3,5-triene,98% (stabilized with TBC)|CS-W006426

Structure of 99717-87-0

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General Information

  • CAS No. 99717-87-0
  • Cat. No. CS-W006426
  • Purity 98% (stabilized with TBC)
  • MDL No. MFCD09834065
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀
  • Molecular Weight 130.19
  • Synonym(s) 4-Vinylbenzocyclobutene
  • SMILES C=CC1=CC=C2CCC2=C1

Description

3-Vinylbicyclo[4.2.0]octa-1,3,5-triene, 98% (stabilized with TBC) features a strained bicyclic framework with conjugated diene and pendant vinyl functionality. This electron-rich system enables efficient Diels-Alder cycloadditions and serves as a robust scaffold for complex molecular architectures under standard conditions.

Application

3-Vinylbicyclo[4.2.0]octa-1,3,5-triene, stabilized with TBC, serves as a versatile Diels-Alder dienophile due to its strained cyclohexadiene core and electron-deficient vinyl group. The bicyclic framework enables efficient construction of complex polycyclic scaffolds under mild conditions. Bench-stable and compatible with standard purification protocols, it facilitates scalable synthesis of functionalized carbocycles and heterocyclic intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2008/24435 A2, ; Page/Page column 95 ;
  • Route2
    • null|null
      1779-49-3
    • In-stock
      Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde|CS-0044063
      112892-88-3
    • ~75%
    • In-stock
      3-Vinylbicyclo[4.2.0]octa-1,3,5-triene,98% (stabilized with TBC)|CS-W006426
      99717-87-0

    References

    • Journal of the American Chemical Society, , vol. 124, # 29 p. 8653 - 8660
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 124, # 29 p. 8653 - 8660

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-H302-H412
Precautionary Statements : P210-P264-P270-P273-P280-P330-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.4282
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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