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CS-W001157 4
Total: USD 88.00

4-Vinyl-1,1′-biphenyl

  • CAS No. 2350-89-2

  • Cat. No. CS-0020207
  • Molecule weight180.25
  • Purity≥96%
  • MDL No.MFCD00008620

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

4-Vinyl-1,1′-biphenyl|CS-0020207

Structure of 2350-89-2

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General Information

  • CAS No. 2350-89-2
  • Cat. No. CS-0020207
  • Purity ≥96%
  • MDL No. MFCD00008620
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂
  • Molecular Weight 180.25
  • Synonym(s) 4-Vinylbiphenyl; p-Phenylstyrene
  • SMILES C=CC1=CC=C(C2=CC=CC=C2)C=C1

Description

4-Vinyl-1,1'-biphenyl features a conjugated vinyl bridge linking two phenyl rings, enabling efficient π-extension for optoelectronic applications. This rigid, planar architecture enhances charge transport and facilitates copolymerization in advanced materials. The terminal alkene supports radical or transition-metal-catalyzed coupling reactions, offering synthetic versatility. Bench-stable and moisture-tolerant, it integrates seamlessly into functional molecular architectures.

Application

4-Vinyl-1,1'-biphenyl serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. Its vinyl group facilitates efficient conjugation and polymerization, while the biphenyl scaffold provides structural rigidity and electronic stability. The compound exhibits excellent bench stability, moderate solubility in common organic solvents, and compatibility with a range of functional groups, making it ideal for constructing advanced materials, pharmaceutical intermediates, and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Snelders, Dennis J. M.; Van Koten, Gerard; Klein Gebbink, Robertus J. M. Journal of the American Chemical Society, 2009 , vol. 131, # 32 p. 11407 - 11416
  • Route2

    References

    • Yan, Mei; Jin, Tienan; Ishikawa, Yoshifumi; Fujita, Takeshi; Chen, Lu-Yang; Asao, Naoki; Chen, Ming-Wei; Yamamoto, Yoshinori; Minato, Taketoshi; Bao, Ming Journal of the American Chemical Society, 2012 , vol. 134, # 42 p. 17536 - 17542,7
  • Route3
    • Vinyl 4-methylbenzenesulfonate|CS-0672731
      83813-73-4
    • In-stock
      [1,1'-Biphenyl]-4-ylboronic acid|CS-W002364
      5122-94-1
    • ~89%
    • In-stock
      4-Vinyl-1,1′-biphenyl|CS-0020207
      2350-89-2

    References

    • Gogsig, Thomas M.; Sobjerg, Lina S.; Lindhardt, Anders T.; Jensen, Kim L.; Skrydstrup, Troels Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3404 - 3410

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.9966
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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