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CS-W001157 4
Total: USD 88.00

4-Bromo-1,1':4',1''-terphenyl

  • CAS No. 1762-84-1

  • Cat. No. CS-W012071
  • Purity≥98%
  • MDL No.MFCD02685117

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

4-Bromo-1,1':4',1''-terphenyl|CS-W012071

Structure of 1762-84-1

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General Information

  • CAS No. 1762-84-1
  • Cat. No. CS-W012071
  • Purity ≥98%
  • MDL No. MFCD02685117
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₃Br
  • Molecular Weight 309.20
  • Synonym(s) 4-Bromo-p-terphenyl
  • SMILES BrC1=CC=C(C2=CC=C(C3=CC=CC=C3)C=C2)C=C1

Description

4-Bromo-1,1':4',1''-terphenyl features a rigid, planar terphenyl scaffold with a bromine substituent at the para position of the terminal phenyl ring. This electron-deficient aryl halide integrates readily into cross-coupling reactions, enabling efficient construction of complex biaryl architectures under standard conditions.

Application

4-Bromo-1,1':4',1''-terphenyl serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl architectures under palladium-catalyzed conditions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the extended conjugated terphenyl framework offers enhanced thermal stability and defined electronic properties. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for iterative synthesis of complex molecular scaffolds.

Synthesis

  • Route1

    References

    • Dingemans, Theo J.; Murthy, N. Sanjeeva; Samulski, Edward T. Journal of Physical Chemistry B, 2001 , vol. 105, # 37 p. 8845 - 8860
  • Route2

    References

    • Shakirova, Julia R.; Grachova, Elena V.; Melekhova, Anna A.; Krupenya, Dmitrii V.; Gurzhiy, Vladislav V.; Karttunen, Antti J.; Koshevoy, Igor O.; Melnikov, Alexei S.; Tunik, Sergey P. European Journal of Inorganic Chemistry, 2012 , # 25 p. 4048 - 4056
  • Route3
    • null|null
      156-60-5
    • null|null
      58922-30-8
    • ~51%
    • In-stock
      4-Bromo-1,1':4',1''-terphenyl|CS-W012071
      1762-84-1

    References

    • Ho, Jinn-Hsuan; Lin, Yu-Chen; Chou, Li-Ting; Chen, Ying-Zhe; Liu, Wei-Qi; Chuang, Chao-Li Tetrahedron Letters, 2013 , vol. 54, # 15 p. 1991 - 1993

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   0
  • LogP   5.7831
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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