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CS-W001157 4
Total: USD 88.00

9-Vinylanthracene

  • CAS No. 2444-68-0

  • Cat. No. CS-W015402
  • Molecule weight204.27
  • Purity≥98%
  • MDL No.MFCD00003576

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

9-Vinylanthracene|CS-W015402

Structure of 2444-68-0

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General Information

  • CAS No. 2444-68-0
  • Cat. No. CS-W015402
  • Purity ≥98%
  • MDL No. MFCD00003576
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₂
  • Molecular Weight 204.27
  • Synonym(s) Anthracene, 9-ethenyl- (9CI); 9-Vinylanthracene
  • SMILES C=CC1=C2C=CC=CC2=CC3=CC=CC=C13

Description

9-Vinylanthracene is a bench-stable, electron-rich polycyclic hydrocarbon featuring a pendant vinyl group at the 9-position. This strategic functionalization enables efficient incorporation into conjugated polymers and small-molecule organic semiconductors via copolymerization or Diels-Alder reactions. The extended π-system facilitates strong intermolecular interactions and favorable charge transport characteristics in optoelectronic applications.

Application

9-Vinylanthracene serves as a versatile building block in organic synthesis, enabling efficient construction of conjugated systems via [2+2] cycloadditions and Diels-Alder reactions. Its extended π-system and pendant vinyl group facilitate robust reactivity in polymerization and heterocycle formation, while its bench-stable nature supports straightforward handling and purification. Widely used in materials chemistry, it functions as a key monomer for optoelectronic polymers and fluorescent scaffolds.

Synthesis

  • Route1
    • In-stock
      9-Bromoanthracene|CS-W010171
      1564-64-3
    • null|null
      7486-35-3
    • ~93%
    • In-stock
      9-Vinylanthracene|CS-W015402
      2444-68-0

    References

    • Mee, Simon P. H.; Lee, Victor; Baldwin, Jack E. Chemistry - A European Journal, 2005 , vol. 11, # 11 p. 3294 - 3308
  • Route2
    • In-stock
      Anthrone|CS-W010654
      90-44-8
    • null|null
      1826-67-1
    • ~59%
    • In-stock
      9-Vinylanthracene|CS-W015402
      2444-68-0

    References

    • House, Herbert O.; Ghali, Nabih I.; Haack, John L.; VanDerveer, Don Journal of Organic Chemistry, 1980 , vol. 45, # 10 p. 1807 - 1817
  • Route3

    References

    • Journal of the Chemical Society, , p. 3858,3860

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.636
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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