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CS-W001157 4
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4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl

  • CAS No. 71866-86-9

  • Cat. No. CS-0110547
  • Purity≥95%
  • MDL No.None

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

4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl|CS-0110547

Structure of 71866-86-9

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General Information

  • CAS No. 71866-86-9
  • Cat. No. CS-0110547
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₁₈
  • Molecular Weight 378.46
  • Synonym(s) 1,3,5-Tris(4-ethynylphenyl)benzene
  • SMILES C#CC1=CC=C(C=C1)C2=CC(C3=CC=C(C=C3)C#C)=CC(C4=CC=C(C=C4)C#C)=C2

Description

This terphenyl scaffold features three aryl units linked by ethynyl bridges, enabling extended π-conjugation and precise molecular architecture. The terminal ethynyl groups facilitate coupling reactions, while the para-substituted phenyl extension enhances electronic delocalization. Ideal for constructing rigid, planar frameworks in organic semiconductors and optoelectronic materials.

Application

4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl serves as a versatile, bench-stable building block for the construction of conjugated π-systems via copper-catalyzed coupling reactions. Its multiple terminal alkyne functionalities enable efficient Sonogashira and Glaser-type homocoupling processes, facilitating the synthesis of extended oligoaryl scaffolds with predictable regiochemistry. Ideal for materials chemistry and advanced synthetic intermediates requiring precise molecular architecture.

Synthesis

  • Route1
    • ((5'-(4-((Trimethylsilyl)ethynyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane)|CS-1734037
      118688-55-4
    • ~90%
    • In-stock
      4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl|CS-0110547
      71866-86-9

    References

    • Lim, Sang Ho; Cohen, Seth M. Inorganic Chemistry, 2013 , vol. 52, # 14 p. 7862 - 7872
  • Route2

    References

    • Simpson, Christopher D.; Mattersteig, Gunter; Martin, Kai; Gherghel, Lileta; Bauer, Roland E.; Raeder, Hans Joachim; Muellen, Klaus Journal of the American Chemical Society, 2004 , vol. 126, # 10 p. 3139 - 3147
  • Route3

    References

    • Simpson, Christopher D.; Mattersteig, Gunter; Martin, Kai; Gherghel, Lileta; Bauer, Roland E.; Raeder, Hans Joachim; Muellen, Klaus Journal of the American Chemical Society, 2004 , vol. 126, # 10 p. 3139 - 3147

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

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Computational Chemistry Data

  • TPSA   0
  • LogP   6.6315
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   3

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