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CS-W001157 4
Total: USD 88.00

4-(1,2,2-Triphenylvinyl)phenol

  • CAS No. 76115-06-5

  • Cat. No. CS-W018439
  • Purity≥96%
  • MDL No.None

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

4-(1,2,2-Triphenylvinyl)phenol|CS-W018439

Structure of 76115-06-5

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General Information

  • CAS No. 76115-06-5
  • Cat. No. CS-W018439
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₀O
  • Molecular Weight 348.44
  • Synonym(s) 4-(1,2,2-Triphenylethenyl)phenol
  • SMILES Oc1ccc(cc1)C(=C(c1ccccc1)c1ccccc1)c1ccccc1

Description

4-(1,2,2-Triphenylvinyl)phenol features a conjugated triphenylvinyloxy scaffold that imparts strong fluorescence and enhanced photostability. This rigid, electron-rich architecture enables efficient π-electron delocalization, making it ideal for optoelectronic applications. The bulky phenyl groups provide steric shielding, improving resistance to oxidation and degradation under ambient conditions.

Application

4-(1,2,2-Triphenylvinyl)phenol serves as a versatile building block in organic synthesis, enabling the construction of complex polycyclic frameworks through Diels-Alder and electrophilic aromatic substitution reactions. Its triphenylvinyl moiety imparts high steric bulk and electronic stability, facilitating bench-scale handling and purification. The phenolic hydroxyl group provides a site for derivatization, including etherification and metal-catalyzed coupling, making it valuable in the development of advanced materials and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Zhou, Chengxiang; Larock, Richard C. Journal of Organic Chemistry, 2005 , vol. 70, # 10 p. 3765 - 3777
  • Route2
    • null|null
      1417802-31-3
    • ~79%
    • In-stock
      4-(1,2,2-Triphenylvinyl)phenol|CS-W018439
      76115-06-5

    References

    • Aldred, Matthew P.; Li, Chong; Zhu, Ming-Qiang Chemistry - A European Journal, 2012 , vol. 18, # 50 p. 16037 - 16045
  • Route3
    • null|null
      76115-18-9
    • ~82%
    • In-stock
      4-(1,2,2-Triphenylvinyl)phenol|CS-W018439
      76115-06-5

    References

    • Rao, K. V. B.; Iyer, R. N. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. <B> 19, # 6 p. 504 - 507

Safety Information

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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

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   6.3996
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   4

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