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CS-W001157 4
Total: USD 88.00

2-Bromo-3,5-dimethylpyridine

  • CAS No. 92992-85-3

  • Cat. No. CS-W021597
  • Purity≥98%
  • MDL No.MFCD00234308

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

2-Bromo-3,5-dimethylpyridine|CS-W021597

Structure of 92992-85-3

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General Information

  • CAS No. 92992-85-3
  • Cat. No. CS-W021597
  • Purity ≥98%
  • MDL No. MFCD00234308
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrN
  • Molecular Weight 186.05
  • Synonym(s) pyridine, 2-bromo-3,5-dimethyl-
  • SMILES CC1=CN=C(Br)C(C)=C1

Description

2-Bromo-3,5-dimethylpyridine features a sterically hindered pyridine core with electron-rich methyl groups flanking the bromine substituent. This configuration enhances regioselectivity in palladium-catalyzed cross-coupling reactions. The compound exhibits bench-stable handling and compatibility with standard reaction conditions in synthetic organic chemistry workflows.

Application

2-Bromo-3,5-dimethylpyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic reactivity at the C2 position. The ortho-bromo functionality facilitates Suzuki, Stille, and Negishi couplings with high efficiency and functional group tolerance. The 3,5-dimethyl substitution pattern enhances stability and solubility, supporting straightforward purification and scalability. This compound functions reliably in the construction of substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical research.

Synthesis

  • Route1
    • null|null
      591-22-0
    • ~85%
    • In-stock
      2-Bromo-3,5-dimethylpyridine|CS-W021597
      92992-85-3

    References

    • Gros, Philippe; Viney, Cedric; Fort, Yves Synlett, 2002 , # 4 p. 628 - 630
  • Route2
    • 1,3,5-Trimethylpyridin-2(1H)-one|CS-0462922
      98042-58-1
    • ~65%
    • In-stock
      2-Bromo-3,5-dimethylpyridine|CS-W021597
      92992-85-3

    References

    • Fernando; Maharoof; Deshayes, Kurt D.; Kinstle, Thomas H.; Ogawa, Michael Y. Journal of the American Chemical Society, 1996 , vol. 118, # 24 p. 5783 - 5790
  • Route3
    • null|null
      86609-11-2
    • ~%
    • In-stock
      2-Bromo-3,5-dimethylpyridine|CS-W021597
      92992-85-3

    References

    • Dhau, Jaspreet S.; Singh, Amritpal; Kasetti, Yoganjaneyulu; Bharatam European Journal of Organic Chemistry, 2012 , # 9 p. 1746 - 1752

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.46094
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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