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CS-W001157 4
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5-Methyl-2-(p-tolyl)pyridine

  • CAS No. 85237-71-4

  • Cat. No. CS-0180981
  • Purity≥98%
  • MDL No.None

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

5-Methyl-2-(p-tolyl)pyridine|CS-0180981

Structure of 85237-71-4

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General Information

  • CAS No. 85237-71-4
  • Cat. No. CS-0180981
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃N
  • Molecular Weight 183.25
  • Synonym(s) 5-Methyl-2-(4-methylphenyl)pyridine
  • SMILES CC1=CC=C(C2=NC=C(C)C=C2)C=C1

Description

5-Methyl-2-(p-tolyl)pyridine is a sterically hindered, electron-rich pyridine derivative featuring a methyl group at the 5-position and a para-tolyl substituent at the 2-position. This configuration enhances its stability and facilitates coordination in transition metal catalysis. The molecule integrates readily into ligand frameworks for palladium and ruthenium complexes, offering robust performance under standard bench conditions.

Application

5-Methyl-2-(p-tolyl)pyridine serves as a versatile chelating ligand in transition metal catalysis, particularly in palladium-catalyzed cross-coupling reactions. Its electron-rich pyridine core and sterically accessible coordination site enable efficient complex formation with late-transition metals. The methyl and p-tolyl substituents enhance bench stability and solubility in organic media, facilitating straightforward purification and handling during synthetic workflows.

Synthesis

  • Route1

    References

    • Liu, Chun; Yang, Weibo Chemical Communications, 2009 , # 41 p. 6267 - 6269
  • Route2
    • null|null
      71-23-8
    • 3-Amino-3-(p-tolyl)propan-1-ol|CS-0172124
      68208-23-1
    • ~87%
    • In-stock
      5-Methyl-2-(p-tolyl)pyridine|CS-0180981
      85237-71-4

    References

    • Michlik, Stefan; Kempe, Rhett Angewandte Chemie - International Edition, 2013 , vol. 52, # 24 p. 6326 - 6329 Angew. Chem., 2013 , vol. 125, # 24 p. 6450 - 6454,5

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.36544
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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