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CS-W001157 4
Total: USD 88.00

2-Ethynylbenzonitrile

  • CAS No. 40888-26-4

  • Cat. No. CS-0208194
  • Purity≥97%
  • MDL No.MFCD08703475

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

2-Ethynylbenzonitrile|CS-0208194

Structure of 40888-26-4

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General Information

  • CAS No. 40888-26-4
  • Cat. No. CS-0208194
  • Purity ≥97%
  • MDL No. MFCD08703475
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅N
  • Molecular Weight 127.14
  • Synonym(s) Benzonitrile, 2-ethynyl- (9CI)
  • SMILES C#CC1=CC=CC=C1C#N

Description

2-Ethynylbenzonitrile features a terminal alkyne group conjugated to a nitrile moiety, enabling efficient copper-catalyzed coupling reactions. This structural combination delivers high reactivity in click chemistry applications while maintaining stability under standard handling conditions.

Application

2-Ethynylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzene and heterocyclic scaffolds via copper-catalyzed coupling reactions. Its terminal alkyne and nitrile functionalities offer orthogonal reactivity, facilitating sequential transformations with high functional group tolerance. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • 2-((Trimethylsilyl)ethynyl)benzonitrile|CS-0227359
      97308-62-8
    • ~97%
    • In-stock
      2-Ethynylbenzonitrile|CS-0208194
      40888-26-4

    References

    • Angewandte Chemie - International Edition, , vol. 49, # 7 p. 1278 - 1281
  • Route2
    • null|null
      2042-37-7
    • ~%
    • In-stock
      2-Ethynylbenzonitrile|CS-0208194
      40888-26-4

    References

    • Organic Letters, , vol. 8, # 4 p. 717 - 720
  • Route3
    • In-stock
      2-Iodobenzonitrile|CS-W010392
      4387-36-4
    • null|null
      1066-54-2
    • ~%
    • In-stock
      2-Ethynylbenzonitrile|CS-0208194
      40888-26-4

    References

    • WO2005/82898 A1, ; Figure 3 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.53958
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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