1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide

Name: 1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide
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CAS No. 26482-00-8
Cat. No. CS-0450337
Purity≥98%
MDL No.None

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1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide|CS-0450337

Structure of 26482-00-8

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General Information

CAS No. 26482-00-8
Cat. No. CS-0450337
Purity ≥98%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₁IN₂O
Molecular Weight 326.13
Synonym(s) 2-pyridin-1-ium-1-yl-1-pyridin-2-ylethanone,iodide
SMILES C1=CC=[N+](C=C1)CC(=O)C2=CC=CC=N2.[I-]

Description

This pyridinium salt features a conjugated di(pyridyl) core with a ketone-functionalized side chain, enabling strong π-stacking and enhanced solubility in polar solvents. The iodide counterion ensures high ionic mobility, making it effective in catalytic systems requiring charge delocalization.

Application

1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide serves as a versatile pyridinium-based building block for constructing heterocyclic scaffolds. Its dual pyridine motifs and α-ketoester functionality enable efficient C–C bond formation, facilitate electrophilic alkylation, and support transition-metal-catalyzed coupling reactions. The iodide counterion ensures good solubility and reactivity in polar solvents, while the bench-stable cationic core simplifies purification and handling in multi-step synthesis.

Synthesis

Route1
- 1122-62-9
- ~74%
- In-stock
  
  26482-00-8
References
- Wallac Oy Patent: US5202423 A1, 1993 ;
Route2
- 110-86-1
- 1122-62-9
- ~99%
- In-stock
  
  26482-00-8
References
- Karki, Radha; Thapa, Pritam; Kang, Mi Jeong; Jeong, Tae Cheon; Nam, Jung Min; Kim, Hye-Lin; Na, Younghwa; Cho, Won-Jea; Kwon, Youngjoo; Lee, Eung-Seok Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 9 p. 3066 - 3077

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 33.84
LogP -1.744
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-(2-Oxo-2-(pyridin-2-yl)ethyl)pyridin-1-ium iodide

CAS No. 26482-00-8

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