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CS-W001157 4
Total: USD 88.00

4,4''-Dibromo-1,1':4',1''-terphenyl

  • CAS No. 17788-94-2

  • Cat. No. CS-W011738
  • Purity≥98%
  • MDL No.MFCD00272889

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

4,4''-Dibromo-1,1':4',1''-terphenyl|CS-W011738

Structure of 17788-94-2

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General Information

  • CAS No. 17788-94-2
  • Cat. No. CS-W011738
  • Purity ≥98%
  • MDL No. MFCD00272889
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₂Br₂
  • Molecular Weight 388.10
  • Synonym(s) 4,4'-Dibromo-P-Terphenyl
  • SMILES BrC1=CC=C(C2=CC=C(C3=CC=C(Br)C=C3)C=C2)C=C1

Description

4,4''-Dibromo-1,1':4',1''-terphenyl is a sterically hindered, bench-stable triaryl scaffold featuring bromine substituents at the para positions of the terminal phenyl rings. This configuration enables efficient coupling in Pd-catalyzed cross-coupling reactions, delivering complex biaryl architectures with high regioselectivity and minimal side-product formation under standard conditions.

Application

4,4''-Dibromo-1,1':4',1''-terphenyl serves as a versatile building block in cross-coupling reactions, enabling the construction of extended conjugated systems and functionalized aromatic scaffolds. Its bromine substituents exhibit high reactivity in palladium-catalyzed coupling processes, including Suzuki-Miyaura and Stille reactions, with excellent functional group tolerance and bench stability, making it ideal for synthetic applications in materials science and medicinal chemistry.

Synthesis

  • Route1

    References

    • Xerox Corporation Patent: US7544842 B1, 2009 ; Location in patent: Page/Page column sheet 2; 7 ;
  • Route2

    References

    • Idemitsu Kosan Co., Ltd. Patent: US2006/232198 A1, 2006 ;
  • Route3

    References

    • Journal of the Chemical Society, , p. 1364,1371 Journal of the Chemical Society, , p. 369,371

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3152
Class : 9
Packing Group : Ⅱ
Hazard Statements : H315-H318-H335-H410
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P391-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   6.5456
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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