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CS-W001157 4
Total: USD 88.00

3,5-Dibromo-2,6-dimethylpyridine

  • CAS No. 3430-34-0

  • Cat. No. CS-W006812
  • Purity≥98%
  • MDL No.MFCD00234282

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

3,5-Dibromo-2,6-dimethylpyridine|CS-W006812

Structure of 3430-34-0

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General Information

  • CAS No. 3430-34-0
  • Cat. No. CS-W006812
  • Purity ≥98%
  • MDL No. MFCD00234282
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇Br₂N
  • Molecular Weight 264.95
  • Synonym(s) 2-Chloro-5-Methyl-pyriMidin-4-ylaMine
  • SMILES CC1=NC(=C(C=C1Br)Br)C

Description

3,5-Dibromo-2,6-dimethylpyridine features two bromine atoms at the 3 and 5 positions flanking a central nitrogen atom, with methyl groups at the 2 and 6 positions. This sterically hindered architecture enhances stability under standard conditions while enabling selective coupling reactions in cross-coupling methodologies. The electron-deficient pyridine core facilitates transition metal-catalyzed transformations, making it a robust scaffold for synthesizing functionalized heterocycles.

Application

3,5-Dibromo-2,6-dimethylpyridine serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. The bromo groups exhibit high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl substituents enhance stability and facilitate purification. Its ortho-directed substitution pattern supports regioselective functionalization, making it valuable for medicinal chemistry and materials science applications requiring controlled molecular architecture.

Synthesis

  • Route1
    • null|null
      108-48-5
    • ~61%
    • In-stock
      3-Bromo-2,6-dimethylpyridine|CS-W002566
      3430-31-7
    • In-stock
      3,5-Dibromo-2,6-dimethylpyridine|CS-W006812
      3430-34-0

    References

    • Zeitschrift fuer Chemie (Stuttgart, Germany), , vol. 28, # 2 p. 59 - 60

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   12.89
  • LogP   3.22344
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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