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CS-W001157 4
Total: USD 88.00

2,5-Dichloro-3-methylpyridine

  • CAS No. 59782-88-6

  • Cat. No. CS-0059156
  • Purity≥97%
  • MDL No.None

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

2,5-Dichloro-3-methylpyridine|CS-0059156

Structure of 59782-88-6

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General Information

  • CAS No. 59782-88-6
  • Cat. No. CS-0059156
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Cl₂N
  • Molecular Weight 162.02
  • Synonym(s) 2,5-Dichoro-3-picoline
  • SMILES CC1=CC(Cl)=CN=C1Cl

Description

2,5-Dichloro-3-methylpyridine offers a strategically positioned halogenation pattern enabling direct functionalization in late-stage synthesis. The electron-deficient pyridine core pairs with a methyl group at the 3-position to facilitate selective coupling reactions under mild conditions. This scaffold demonstrates robust stability and compatibility with transition metal catalysis, making it valuable for medicinal chemistry and agrochemical development.

Application

2,5-Dichloro-3-methylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of nitrogen-containing heterocycles. Its ortho-chloro substituents facilitate palladium-catalyzed cross-coupling reactions, while the methyl group provides a handle for selective functionalization. The compound exhibits good bench stability and compatibility with common reaction conditions, facilitating straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      125014-83-7
    • ~83%
    • In-stock
      2,5-Dichloro-3-methylpyridine|CS-0059156
      59782-88-6

    References

    • Shvekhgeimer, M.-G. A.; Kobrakov, K. I.; Sychev, S. S.; Promonenkov, V. K. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 4 p. 428 - 433 Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 4 p. 514 - 519
  • Route2
    • null|null
      75-87-6
    • null|null
      126-98-7
    • ~63%
    • In-stock
      2,5-Dichloro-3-methylpyridine|CS-0059156
      59782-88-6

    References

    • Martin, Pierre; Steiner, Eginhard; Streith, Jacques; Winkler, Tammo; Bellus, Daniel Tetrahedron, 1985 , vol. 41, # 19 p. 4057 - 4078
  • Route3
    • 5-Chloro-3-methylpyridin-2-ol|CS-W007093
      58498-61-6
    • ~78%
    • In-stock
      2,5-Dichloro-3-methylpyridine|CS-0059156
      59782-88-6

    References

    • Shvekhgeimer, M.-G. A.; Kobrakov, K. I.; Sychev, S. S.; Promonenkov, V. K. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 4 p. 428 - 433 Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 4 p. 514 - 519

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   2.69682
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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