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CS-W001157 4
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1,2-Diethynylbenzene

  • CAS No. 21792-52-9

  • Cat. No. CS-0449634
  • Purity≥98%
  • MDL No.None

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

1,2-Diethynylbenzene|CS-0449634

Structure of 21792-52-9

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General Information

  • CAS No. 21792-52-9
  • Cat. No. CS-0449634
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆
  • Molecular Weight 126.15
  • Synonym(s) Benzene, 1,2-diethynyl- (9CI)
  • SMILES C#CC1=CC=CC=C1C#C

Description

1,2-Diethynylbenzene features a rigid, linear aromatic core flanked by two ethynyl groups, enabling efficient conjugation and serving as a key scaffold in π-extended materials. This electron-rich diyne integrates readily into click chemistry platforms and facilitates the construction of functionalized carbon nanomaterials with tunable optoelectronic properties under standard conditions.

Application

1,2-Diethynylbenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling the construction of conjugated biaryls and extended π-systems. Its ortho-arranged ethynyl groups facilitate efficient cyclization and metal coordination, supporting applications in materials science and heterocyclic synthesis. The compound exhibits good bench stability and is amenable to purification via standard chromatographic methods, making it suitable for iterative synthetic workflows.

Synthesis

  • Route1
    • null|null
      851758-56-0
    • ~94%
    • In-stock
      1,2-Diethynylbenzene|CS-0449634
      21792-52-9

    References

    • Sahu, Bichismita; Muruganantham, Rajendran; Namboothiri, Irishi N. N. European Journal of Organic Chemistry, 2007 , # 15 p. 2477 - 2489
  • Route2
    • null|null
      33432-54-1
    • ~51%
    • In-stock
      1,2-Diethynylbenzene|CS-0449634
      21792-52-9

    References

    • Koenig; Pitsch; Klein; Vasold; Prall; Schreiner Journal of Organic Chemistry, 2001 , vol. 66, # 5 p. 1742 - 1746
  • Route3
    • null|null
      73392-23-1
    • ~10%
    • In-stock
      1,2-Diethynylbenzene|CS-0449634
      21792-52-9

    References

    • LaBeaume, Paul; Wager, Krista; Falcone, Danielle; Li, Jane; Torchilin, Vladimir; Castro, Curtis; Holewa, Coleen; Kallmerten, Amy E.; Jones, Graham B. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 17 p. 6292 - 6300

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-H302
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.6492
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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