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CS-W001157 4
Total: USD 88.00

3-(4-Bromophenyl)pyridine

  • CAS No. 129013-83-8

  • Cat. No. CS-W019119
  • Purity≥97%
  • MDL No.None

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

3-(4-Bromophenyl)pyridine|CS-W019119

Structure of 129013-83-8

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General Information

  • CAS No. 129013-83-8
  • Cat. No. CS-W019119
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈BrN
  • Molecular Weight 234.09
  • Synonym(s) 1-bromo-4-(pyridin-3-yl)-benzene
  • SMILES BrC1=CC=C(C2=CC=CN=C2)C=C1

Description

3-(4-Bromophenyl)pyridine features a brominated phenyl ring conjugated to a pyridine core, enabling efficient coupling in cross-coupling reactions. The electron-deficient pyridine moiety enhances reactivity in palladium-catalyzed transformations, while the para-bromo substitution ensures high regioselectivity. This structure delivers robust performance in constructing complex heteroaromatic scaffolds for materials and pharmaceutical applications.

Application

3-(4-Bromophenyl)pyridine serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium-catalyzed conditions. The bromine substituent facilitates reliable Suzuki, Stille, and Negishi couplings, while the pyridine nitrogen provides orthogonal functionality for further derivatization. This compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Semiconductor Energy Laboratory Co, Ltd. Patent: EP2065378 A1, 2009 ; Location in patent: Page/Page column 141 ;
  • Route2

    References

    • Zeneca Limited Patent: US5554613 A1, 1996 ;
  • Route3

    References

    • US2003/114478 A1, ;

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   12.89
  • LogP   3.5111
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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