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CS-W001157 4
Total: USD 88.00

1,2-Diphenylethyne

  • CAS No. 501-65-5

  • Cat. No. CS-W017313
  • Purity≥97%
  • MDL No.MFCD00004786

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

1,2-Diphenylethyne|CS-W017313

Structure of 501-65-5

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General Information

  • CAS No. 501-65-5
  • Cat. No. CS-W017313
  • Purity ≥97%
  • MDL No. MFCD00004786
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₀
  • Molecular Weight 178.23
  • Synonym(s) Diphenylacetylene
  • SMILES C1(C#CC2=CC=CC=C2)=CC=CC=C1

Description

1,2-Diphenylethyne features a rigid, linear alkyne core flanked by two aromatic rings, conferring high stability and distinct electronic properties. This structure enables efficient coupling reactions in cross-coupling protocols and serves as a key scaffold in synthetic organic chemistry for constructing complex conjugated systems.

Application

1,2-Diphenylethyne serves as a robust building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated biaryls and functionalized alkynes. Its high bench stability and clean purification profile make it ideal for synthetic workflows requiring precise control over molecular architecture. Functions effectively in Sonogashira couplings and as a precursor to complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Zhao, Dongbing; Gao, Chao; Su, Xiaoyu; He, Yunqing; You, Jingsong; Xue, Ying Chemical Communications, 2010 , vol. 46, # 47 p. 9049 - 9051
  • Route2
    • In-stock
      Iodobenzene|CS-W008603
      591-50-4
    • null|null
      1066-54-2
    • ~98%
    • In-stock
      1,2-Diphenylethyne|CS-W017313
      501-65-5

    References

    • Huang, Jianlin; Zhu, Fengxia; He, Wenhan; Zhang, Fang; Wang, Wei; Li, Hexing Journal of the American Chemical Society, 2010 , vol. 132, # 5 p. 1492 - 1493
  • Route3

    References

    • Wang, Shihua; Wang, Min; Wang, Lei; Wang, Bo; Li, Pinhua; Yang, Jin Tetrahedron, 2011 , vol. 67, # 26 p. 4800 - 4806

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.0864
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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