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CS-W001157 4
Total: USD 88.00

2-Iodo-3-methylpyridine

  • CAS No. 22282-58-2

  • Cat. No. CS-0061210
  • Purity≥97%
  • MDL No.None

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

2-Iodo-3-methylpyridine|CS-0061210

Structure of 22282-58-2

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General Information

  • CAS No. 22282-58-2
  • Cat. No. CS-0061210
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆IN
  • Molecular Weight 219.02
  • Synonym(s) 2-Iodo-3-picoline
  • SMILES CC1=C(I)N=CC=C1

Description

2-Iodo-3-methylpyridine features a sterically accessible iodide at the 2-position of a methyl-substituted pyridine core, enabling efficient cross-coupling reactions under standard conditions. The electron-deficient aromatic ring facilitates palladium-catalyzed transformations, while the methyl group enhances solubility and stability in organic media. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

2-Iodo-3-methylpyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient C–C and C–heteroatom bond formation via palladium-catalyzed reactions. The iodide group exhibits high reactivity under standard Suzuki, Stille, and Negishi conditions, while the 3-methylpyridine scaffold provides orthogonal functionality for further derivatization. Bench-stable and readily purified by distillation, it functions effectively in the synthesis of biologically relevant heterocycles and pharmaceutical intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.99462
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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