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CS-W001157 4
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1,2-Di(pyridin-4-yl)ethyne

  • CAS No. 73564-69-9

  • Cat. No. CS-W018462
  • Purity≥96%
  • MDL No.MFCD17013087

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

1,2-Di(pyridin-4-yl)ethyne|CS-W018462

Structure of 73564-69-9

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General Information

  • CAS No. 73564-69-9
  • Cat. No. CS-W018462
  • Purity ≥96%
  • MDL No. MFCD17013087
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈N₂
  • Molecular Weight 180.21
  • Synonym(s) 4,4'-Ethyne-1,2-diyldipyridine
  • SMILES C(#CC=1C=CN=CC1)C=2C=CN=CC2

Description

1,2-Di(pyridin-4-yl)ethyne features two pyridine rings linked by a conjugated alkyne bridge, enabling strong π-stacking and directional coordination. This rigid, planar architecture facilitates integration into metal-organic frameworks and molecular electronics. The electron-deficient pyridyl groups enhance binding affinity for transition metals, supporting applications in catalysis and supramolecular assembly.

Application

1,2-Di(pyridin-4-yl)ethyne serves as a versatile bis-pyridyl alkyne building block for transition metal-catalyzed coupling reactions. Its rigid, linear geometry and orthogonal pyridine functionalities enable efficient coordination in palladium- or copper-mediated cross-couplings, facilitating the construction of conjugated heteroaryl architectures. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of functionalized π-conjugated systems and advanced ligand scaffolds.

Synthesis

  • Route1

    References

    • Schmidt, Bernd; Berger, Rene; Kelling, Alexandra; Schilde, Uwe Chemistry - A European Journal, 2011 , vol. 17, # 25 p. 7032 - 7040
  • Route2
    • null|null
      73564-68-8
    • ~95%
    • In-stock
      1,2-Di(pyridin-4-yl)ethyne|CS-W018462
      73564-69-9

    References

    • Coe, Benjamin J.; Harries, Josephine L.; Harris, James A.; Brunschwig, Bruce S.; Coles, Simon J.; Light, Mark E.; Hursthouse, Michael B. Dalton Transactions, 2004 , # 18 p. 2935 - 2942
  • Route3
    • In-stock
      4-Bromopyridine hydrochloride|CS-M3060
      19524-06-2
    • null|null
      115-19-5
    • ~88%
    • In-stock
      1,2-Di(pyridin-4-yl)ethyne|CS-W018462
      73564-69-9

    References

    • Albrecht, Marcel; Nieger, Martin; Schmidt, Andreas Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012 , vol. 67, # 2 p. 103 - 106

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   25.78
  • LogP   1.8764
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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