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CS-W001157 4
Total: USD 88.00

1-Methyl-2-pyridin-2-ylpyridinium iodide

  • CAS No. 77972-47-5

  • Cat. No. CS-0118034
  • Purity≥98%
  • MDL No.None

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

1-Methyl-2-pyridin-2-ylpyridinium iodide|CS-0118034

Structure of 77972-47-5

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General Information

  • CAS No. 77972-47-5
  • Cat. No. CS-0118034
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁IN₂
  • Molecular Weight 298.12
  • Synonym(s) N - Methyl - 2,2' - bipyridiniuM iodide
  • SMILES C[N+]1=CC=CC=C1C2=NC=CC=C2.[I-]

Description

1-Methyl-2-pyridin-2-ylpyridinium iodide serves as a potent electrophilic reagent in transition-metal-catalyzed cross-coupling reactions. The pyridinium moiety, flanked by electron-deficient and sterically accessible sites, enables efficient C–C bond formation under mild conditions. This bench-stable salt combines high reactivity with ease of handling, streamlining synthetic access to functionalized heteroaryl architectures.

Application

1-Methyl-2-pyridin-2-ylpyridinium iodide serves as a versatile pyridinium salt enabling efficient C–H functionalization and electrophilic substitution reactions. Its stability under ambient conditions and compatibility with diverse reaction media facilitate straightforward incorporation into synthetic sequences. Functions as a key building block for bioactive heterocyclic scaffolds and transition-metal-free catalytic systems, offering predictable reactivity and ease of purification in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Norrby, Thomas; Boerje, Anna; Zhang, Lian; Akermark, Bjoern Acta Chemica Scandinavica, 1998 , vol. 52, # 1 p. 77 - 85
  • Route2
    • In-stock
      2,2'-Bipyridine|CS-W009134
      366-18-7
    • null|null
      74-88-4
    • ~81%
    • In-stock
      1-Methyl-2-pyridin-2-ylpyridinium iodide|CS-0118034
      77972-47-5

    References

    • Boettger, Matthias; Wiegmann, Bjoern; Schaumburg, Steffen; Jones, Peter G.; Kowalsky, Wolfgang; Johannes, Hans-Hermann Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 1037 - 1047

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
Precautionary Statements : P262-P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   16.77
  • LogP   -1.4229
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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