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CS-W001157 4
Total: USD 88.00

4-Methyl-2-phenylpyridine

  • CAS No. 3475-21-6

  • Cat. No. CS-0095760
  • Molecule weight169.22
  • Purity≥98%
  • MDL No.None

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

4-Methyl-2-phenylpyridine|CS-0095760

Structure of 3475-21-6

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General Information

  • CAS No. 3475-21-6
  • Cat. No. CS-0095760
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁N
  • Molecular Weight 169.22
  • Synonym(s) 2-Phenyl-4-picoline
  • SMILES CC1=CC(C2=CC=CC=C2)=NC=C1

Description

4-Methyl-2-phenylpyridine is a bench-stable, electron-rich heterocycle featuring a para-substituted phenyl ring and a methyl group at the 4-position. This structural motif enables efficient coordination in transition metal complexes, particularly in iridium-based phosphorescent emitters for OLED applications. The molecule’s rigidity and extended π-conjugation enhance photoluminescence quantum yield.

Application

4-Methyl-2-phenylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, particularly in the construction of biaryl and heteroaryl scaffolds. Its stability under standard reaction conditions, combined with predictable regiochemistry and tolerance to diverse functional groups, enables efficient access to complex molecular architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Universal Display Corporation; Kottas, Gregg; Ansari, Nasrin; Elshenawy, Zeinab; DeAngelis, Alan; Xia, Chuanjun Patent: US2013/26452 A1, 2013 ; Location in patent: Page/Page column ;
  • Route2
    • In-stock
      2-Chloro-4-methylpyridine|CS-W011139
      3678-62-4
    • null|null
      100-59-4
    • ~82%
    • In-stock
      4-Methyl-2-phenylpyridine|CS-0095760
      3475-21-6

    References

    • Kuzmina, Olesya M.; Steib, Andreas K.; Knochel, Paul; Flubacher, Dietmar Organic Letters, 2012 , vol. 14, # 18 p. 4818 - 4821,4
  • Route3

    References

    • Bhadra, Sukalyan; Matheis, Christian; Katayev, Dmitry; Goossen, Lukas J. Angewandte Chemie - International Edition, 2013 , vol. 52, # 35 p. 9279 - 9283 Angew. Chem., 2013 , vol. 125, # 35 p. 9449 - 9453,5

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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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