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CS-W001157 4
Total: USD 88.00

2,4-Dibromo-6-methylpyridine

  • CAS No. 79055-52-0

  • Cat. No. CS-0146035
  • Purity≥97%
  • MDL No.MFCD09909845

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

2,4-Dibromo-6-methylpyridine|CS-0146035

Structure of 79055-52-0

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General Information

  • CAS No. 79055-52-0
  • Cat. No. CS-0146035
  • Purity ≥97%
  • MDL No. MFCD09909845
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight 250.92
  • Synonym(s) Pyridine,2,4-dibromo-6-methyl
  • SMILES CC1=CC(Br)=CC(Br)=N1

Description

2,4-Dibromo-6-methylpyridine features a pyridine core substituted with bromine atoms at the 2 and 4 positions and a methyl group at the 6 position, creating a sterically hindered, electron-deficient heterocycle. This configuration enables direct coupling in palladium-catalyzed cross-coupling reactions, offering efficient access to functionalized pyridine scaffolds under standard conditions.

Application

2,4-Dibromo-6-methylpyridine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal bromine reactivity. The methyl group enhances regioselectivity in electrophilic substitutions, while the pyridine core provides strong coordination for transition metals. Bench-stable and amenable to purification via recrystallization, it facilitates efficient synthesis of complex heterocyclic scaffolds and functionalized aryl derivatives in multi-step sequences.

Synthesis

  • Route1

    References

    • Bernstein et al. Journal of the American Chemical Society, 1947 , vol. 69, p. 1147,1148

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   2.91502
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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