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CS-W001157 4
Total: USD 88.00

4-Methyl-2,2'-bipyridine

  • CAS No. 56100-19-7

  • Cat. No. CS-W018460
  • Purity≥98%
  • MDL No.None

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

4-Methyl-2,2'-bipyridine|CS-W018460

Structure of 56100-19-7

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General Information

  • CAS No. 56100-19-7
  • Cat. No. CS-W018460
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀N₂
  • Molecular Weight 170.21
  • Synonym(s) 4-Methyl-[2,2']bipyridinyl
  • SMILES CC1=CC(C2=NC=CC=C2)=NC=C1

Description

4-Methyl-2,2'-bipyridine is a bench-stable, electron-rich ligand featuring a methyl-substituted bipyridine core. This sterically accessible scaffold integrates readily into transition metal complexes, enhancing redox activity and coordination stability in catalytic systems.

Application

4-Methyl-2,2'-bipyridine serves as a versatile ligand in transition metal catalysis, particularly in palladium- and copper-mediated cross-coupling reactions. Its methyl substitution enhances solubility and stability compared to unsubstituted bipyridine, facilitating handling and purification. The ligand enables efficient coupling processes under mild conditions and demonstrates robust performance in C–H functionalization and heterocycle synthesis.

Synthesis

  • Route1
    • null|null
      2732-35-6
    • ~88%
    • In-stock
      4-Methyl-2,2'-bipyridine|CS-W018460
      56100-19-7

    References

    • Kuraray Co., Ltd. Patent: EP1548005 A1, 2005 ; Location in patent: Page/Page column 11 ;
  • Route2

    References

    • Oliveira, Jadson L.; Silva, Maria J.; Florencio, Tupolevck; Urgin, Karne; Sengmany, Stephane; Leonel, Eric; Nedelec, Jean-Yves; Navarro, Marcelo Tetrahedron, 2012 , vol. 68, # 10 p. 2383 - 2390
  • Route3

    References

    • Oliveira, Jadson L.; Silva, Maria J.; Florencio, Tupolevck; Urgin, Karne; Sengmany, Stephane; Leonel, Eric; Nedelec, Jean-Yves; Navarro, Marcelo Tetrahedron, 2012 , vol. 68, # 10 p. 2383 - 2390

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   25.78
  • LogP   2.45202
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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