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CS-W001157 4
Total: USD 88.00

4,4'-Diethynyl-1,1'-biphenyl

  • CAS No. 38215-38-2

  • Cat. No. CS-0110645
  • Purity≥97%
  • MDL No.MFCD00458964

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

4,4'-Diethynyl-1,1'-biphenyl|CS-0110645

Structure of 38215-38-2

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General Information

  • CAS No. 38215-38-2
  • Cat. No. CS-0110645
  • Purity ≥97%
  • MDL No. MFCD00458964
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₀
  • Molecular Weight 202.25
  • Synonym(s) 4,4-Diethynylphenyl
  • SMILES C#CC1=CC=C(C=C1)C2=CC=C(C=C2)C#C

Description

4,4'-Diethynyl-1,1'-biphenyl features a rigid biphenyl scaffold with terminal ethynyl groups enabling efficient coupling in Sonogashira and Glaser-type reactions. This structure facilitates the construction of conjugated oligomers and functionalized carbon nanomaterials under mild conditions.

Application

4,4'-Diethynyl-1,1'-biphenyl serves as a versatile building block for conjugated molecular architectures, enabling efficient Sonogashira coupling and cyclization reactions. Its dual ethynyl groups exhibit high stability under standard handling conditions and facilitate the construction of extended π-systems, including fused heterocycles and macrocyclic frameworks. The molecule demonstrates excellent functional group tolerance and is readily purified by column chromatography, making it well-suited for iterative synthetic sequences in materials science and target-oriented synthesis.

Synthesis

  • Route1
    • null|null
      29619-44-1
    • ~97%
    • In-stock
      4,4'-Diethynyl-1,1'-biphenyl|CS-0110645
      38215-38-2

    References

    • Cheung, Siu-Yin; Chow, Hak-Fun Chemistry - A European Journal, 2009 , vol. 15, # 35 p. 8874 - 8879
  • Route2
    • In-stock
      4,4'-Diiodo-1,1'-biphenyl|CS-W013864
      3001-15-8
    • null|null
      1066-54-2
    • ~90%
    • In-stock
      4,4'-Diethynyl-1,1'-biphenyl|CS-0110645
      38215-38-2

    References

    • Park, Jong S.; Wilson, James N.; Hardcastle, Kenneth I.; Bunz, Uwe H. F.; Srinivasarao, Mohan Journal of the American Chemical Society, 2006 , vol. 128, # 24 p. 7714 - 7715
  • Route3

    References

    • Peng, Hah; Cheng, Lin; Luo, Jingdong; Xu, Kaitian; Sun, Qunhui; Dong, Yuping; Salhi, Fouad; Lee, Priscilla P.S.; Chen, Junwu; Tang, Ben Zhong Macromolecules, 2002 , vol. 35, # 14 p. 5349 - 5351

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.3162
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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