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CS-W001157 4
Total: USD 88.00

2-Ethynylthiophene

  • CAS No. 4298-52-6

  • Cat. No. CS-W011286
  • Purity≥97%
  • MDL No.MFCD03425129

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

2-Ethynylthiophene|CS-W011286

Structure of 4298-52-6

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General Information

  • CAS No. 4298-52-6
  • Cat. No. CS-W011286
  • Purity ≥97%
  • MDL No. MFCD03425129
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄S
  • Molecular Weight 108.16
  • Synonym(s) Thiophene, 2-ethynyl-; 2-Ethynylthiophene
  • SMILES C#CC1=CC=CS1

Description

2-Ethynylthiophene integrates a reactive alkyne group directly onto the thiophene ring, enabling efficient copper-catalyzed coupling reactions. This conjugated scaffold delivers enhanced stability and solubility in organic media, facilitating use in synthetic routes for functionalized heterocycles and materials precursors.

Application

2-Ethynylthiophene serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted thiophenes via transition-metal-catalyzed coupling reactions. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and demonstrates broad compatibility with palladium- and copper-mediated transformations. The molecule functions as a key scaffold for constructing conjugated systems and heterocyclic architectures relevant to materials science and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Wu, Ruilian; Schumm, Jeffry S.; Pearson, Darren L.; Tour, James M. Journal of Organic Chemistry, 1996 , vol. 61, # 20 p. 6906 - 6921
  • Route2
    • 2-(2,2-Dibromovinyl)thiophene|CS-0265835
      77295-66-0
    • ~69%
    • In-stock
      2-Ethynylthiophene|CS-W011286
      4298-52-6

    References

    • Rosiak, Anna; Frey, Wolfgang; Christoffers, Jens European Journal of Organic Chemistry, 2006 , # 17 p. 4044 - 4054
  • Route3
    • null|null
      73642-93-0
    • ~56%
    • In-stock
      2-Ethynylthiophene|CS-W011286
      4298-52-6
    • null|null
      84370-27-4

    References

    • Dehmlow, Eckehard V.; Lissel, Manfred Tetrahedron, 1981 , vol. 37, p. 1653 - 1658

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.7294
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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