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CS-W001157 4
Total: USD 88.00

2-(o-tolyl)pyridine

  • CAS No. 10273-89-9

  • Cat. No. CS-0163057
  • Purity≥95%
  • MDL No.None

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

2-(o-tolyl)pyridine|CS-0163057

Structure of 10273-89-9

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General Information

  • CAS No. 10273-89-9
  • Cat. No. CS-0163057
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁N
  • Molecular Weight 169.22
  • Synonym(s) 2-(2'-methylphenyl)pyridine
  • SMILES CC1=CC=CC=C1C2=NC=CC=C2

Description

2-(o-tolyl)pyridine is a sterically hindered, bench-stable ligand featuring a pyridine ring fused to an ortho-tolyl group. This arrangement enables strong chelation in transition metal complexes, particularly effective in catalytic systems requiring electron-rich coordination sites. The methyl-substituted aryl moiety enhances solubility and stability under standard conditions.

Application

2-(o-Tolyl)pyridine serves as a versatile chelating ligand in transition metal catalysis, particularly in palladium- and copper-catalyzed cross-coupling reactions. Its ortho-methyl group enhances steric and electronic tuning, improving catalyst stability and reaction efficiency. The molecule exhibits good bench stability, facilitates easy purification, and functions effectively in C–H functionalization and heterocycle synthesis workflows.

Synthesis

  • Route1
    • null|null
      109-04-6
    • In-stock
      2-Tolylboronic acid|CS-W001232
      16419-60-6
    • ~94%
    • In-stock
      2-(o-tolyl)pyridine|CS-0163057
      10273-89-9

    References

    • Liu, Chun; Han, Na; Song, Xiaoxiao; Qiu, Jieshan European Journal of Organic Chemistry, 2010 , # 29 p. 5548 - 5551
  • Route2
    • null|null
      109-09-1
    • In-stock
      2-Tolylboronic acid|CS-W001232
      16419-60-6
    • ~10%
    • In-stock
      2-(o-tolyl)pyridine|CS-0163057
      10273-89-9

    References

    • Diebolt, Olivier; Jurcik, Vaclav; Costad, Rosenildo Correa Da; Braunstein, Pierre; Cavallo, Luigi; Nolan, Steven P.; Slawin, Alexandra M. Z.; Cazin, Catherine S. J. Organometallics, 2010 , vol. 29, # 6 p. 1443 - 1450
  • Route3
    • null|null
      109-09-1
    • null|null
      33872-80-9
    • ~91%
    • In-stock
      2-(o-tolyl)pyridine|CS-0163057
      10273-89-9

    References

    • Dai; Fu Journal of the American Chemical Society, 2001 , vol. 123, # 12 p. 2719 - 2724

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   3.05702
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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