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CS-W001157 4
Total: USD 88.00

3-Vinylthiophene

  • CAS No. 13679-64-6

  • Cat. No. CS-0158015
  • Purity96%(stabilized with TBC)
  • MDL No.MFCD07438049

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

3-Vinylthiophene|CS-0158015

Structure of 13679-64-6

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General Information

  • CAS No. 13679-64-6
  • Cat. No. CS-0158015
  • Purity 96%(stabilized with TBC)
  • MDL No. MFCD07438049
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆S
  • Molecular Weight None
  • Synonym(s) Thiophene,3-ethenyl
  • SMILES C=CC1=CSC=C1

Description

3-Vinylthiophene is a conjugated heterocycle featuring a reactive vinyl group at the 3-position, enabling efficient incorporation into polymer architectures. This electron-rich scaffold facilitates copolymerization via radical or transition-metal-catalyzed processes, delivering materials with tunable optoelectronic properties for organic semiconductors and functional coatings.

Application

3-Vinylthiophene serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophene derivatives via transition-metal-catalyzed coupling reactions. Its vinyl group facilitates conjugation and participates readily in Diels-Alder cycloadditions and polymerization processes. The molecule exhibits good bench stability and functional group tolerance, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      3-Thiophenecarboxaldehyde|CS-W001968
      498-62-4
    • null|null
      1779-49-3
    • ~%
    • In-stock
      3-Vinylthiophene|CS-0158015
      13679-64-6

    References

    • American Cyanamid Company Patent: US5180419 A1, 1993 ;
  • Route2
    • In-stock
      3-Thienylboronic acid|CS-W001066
      6165-69-1
    • null|null
      63918-53-6
    • ~10%
    • In-stock
      3-Vinylthiophene|CS-0158015
      13679-64-6

    References

    • Pschierer, Jan; Peschek, Natalie; Plenio, Herbert Green Chemistry, 2010 , vol. 12, # 4 p. 636 - 642
  • Route3

    References

    • Tominaga, Yoshinori; Lee, Milton L.; Castle, Raymond N. Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 967 - 972

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H302-H312-H315-H319-H332-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.3911
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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