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CS-W001157 4
Total: USD 88.00

2-Ethynyl-1,3,5-trimethylbenzene

  • CAS No. 769-26-6

  • Cat. No. CS-0186635
  • Purity≥95%
  • MDL No.None

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

2-Ethynyl-1,3,5-trimethylbenzene|CS-0186635

Structure of 769-26-6

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General Information

  • CAS No. 769-26-6
  • Cat. No. CS-0186635
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂
  • Molecular Weight 144.21
  • Synonym(s) 2-Ethynylmesitylene
  • SMILES C#CC1=C(C)C=C(C)C=C1C

Description

2-Ethynyl-1,3,5-trimethylbenzene features a sterically shielded alkyne group flanked by three methyl substituents, enhancing stability and enabling selective coupling reactions. This electron-rich arylacetylene integrates readily into click chemistry workflows and serves as a robust scaffold for bioconjugation and materials synthesis under standard conditions.

Application

2-Ethynyl-1,3,5-trimethylbenzene serves as a robust scaffold for transition-metal-catalyzed coupling reactions, leveraging its sterically protected alkyne for reliable Sonogashira and Glaser-type transformations. The ortho-alkyne functionality exhibits excellent bench stability and compatibility with diverse functional groups, enabling straightforward access to conjugated systems and complex molecular architectures. Its synthetic utility is further enhanced by ease of purification and predictable reactivity in standard cross-coupling protocols.

Synthesis

  • Route1
    • In-stock
      2,4,6-Trimethyliodobenzene|CS-W007852
      4028-63-1
    • null|null
      1066-54-2
    • ~10%
    • In-stock
      2-Ethynyl-1,3,5-trimethylbenzene|CS-0186635
      769-26-6
    • null|null
      5806-58-6

    References

    • Mandali, Pavan Kumar; Chand, Dillip Kumar Catalysis Communications, 2014 , vol. 47, p. 40 - 44
  • Route2
    • In-stock
      2,4,6-Trimethyliodobenzene|CS-W007852
      4028-63-1
    • null|null
      1066-54-2
    • ~%
    • In-stock
      2-Ethynyl-1,3,5-trimethylbenzene|CS-0186635
      769-26-6

    References

    • Mandali, Pavan Kumar; Chand, Dillip Kumar Catalysis Communications, 2014 , vol. 47, p. 40 - 44
  • Route3
    • null|null
      5312-67-4
    • ~83%
    • In-stock
      2-Ethynyl-1,3,5-trimethylbenzene|CS-0186635
      769-26-6

    References

    • Yates, Keith; Mandrapilias, George Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3902 - 3906

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H319
Precautionary Statements : P210-P264-P280-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.59316
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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