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CS-W001157 4
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2-Ethynyl-3-methylthiophene

  • CAS No. 81294-11-3

  • Cat. No. CS-0237491
  • Purity≥97%
  • MDL No.None

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

2-Ethynyl-3-methylthiophene|CS-0237491

Structure of 81294-11-3

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General Information

  • CAS No. 81294-11-3
  • Cat. No. CS-0237491
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆S
  • Molecular Weight 122.19
  • Synonym(s) 2-ETHYNYL-3-METHYL-THIOPHENE
  • SMILES C#CC1=C(C)C=CS1

Description

2-Ethynyl-3-methylthiophene features a conjugated ethynyl group directly attached to a methyl-substituted thiophene ring, enabling efficient coupling in cross-coupling reactions. This electron-rich heterocycle delivers high stability and compatibility under standard conditions, facilitating rapid access to functionalized thienyl architectures in synthetic and materials applications.

Application

2-Ethynyl-3-methylthiophene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted thiophene scaffolds. Its terminal alkyne functionality facilitates Sonogashira and Glaser-type couplings with high functional group tolerance. The methylthiophene core provides enhanced stability and favorable reactivity in cross-coupling processes, making it a practical choice for synthesizing conjugated systems relevant to materials science and medicinal chemistry applications.

Synthesis

  • Route1
    • null|null
      1228352-96-2
    • ~92%
    • In-stock
      2-Ethynyl-3-methylthiophene|CS-0237491
      81294-11-3

    References

    • Tanaka, Yuya; Koike, Takashi; Akita, Munetaka Chemical Communications, 2010 , vol. 46, # 25 p. 4529 - 4531
  • Route2
    • 2-(2,2-Dibromovinyl)-3-methylthiophene|CS-0970356
      77386-41-5
    • ~47%
    • In-stock
      2-Ethynyl-3-methylthiophene|CS-0237491
      81294-11-3

    References

    • Beny, Jean-Pierre; Dhawan, Som N.; Kagan, Jacques; Sundlass, Satinder Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2201 - 2204
  • Route3
    • null|null
      131292-26-7
    • ~28%
    • In-stock
      2-Ethynyl-3-methylthiophene|CS-0237491
      81294-11-3

    References

    • Aitken, R. Alan; Horsburg, Caroline E. R.; McCreadie, J. Graeme; Seth, Shirley Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 13 p. 1727 - 1732

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.03782
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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