60684-91-5

Usage

Positively charged quaternary ammonium salt

The compound has a permanent positive charge due to the presence of a quaternary ammonium ion, which makes it a salt.

Pyridinium ring

The core structure of the compound is a pyridinium ring, which is a six-membered aromatic ring containing five carbon atoms and one nitrogen atom.

Methyl and phenyl groups

The pyridinium ring has a methyl group (a carbon atom bonded to three hydrogen atoms) and a phenyl group (a six-membered aromatic ring with five carbon atoms and one hydrogen atom) attached to it, specifically at the 1st and 3rd positions.

Iodide ion

The compound contains an iodide ion (I-) as a counterion, which balances the positive charge of the quaternary ammonium salt.

Organic synthesis

1-Methyl-3-phenylpyridinium iodide is commonly used as a reactant in organic synthesis reactions, particularly in the formation of heterocyclic compounds.

Catalyst

The compound can also be used as a catalyst in various chemical reactions, making it a versatile and important compound in organic chemistry.

Upstream product

• 1008-88-4 3-phenylpyridine 
• 74-88-4 methyl iodide 
• 54560-56-4 3-iodo-1-methyl-pyridinium 
• 98-80-6 phenylboronic acid 
• 960-16-7 tributylphenylstannane 
• 32222-42-7 3-bromo-N-methylpyridinium iodide 

Downstream Products

• 123934-18-9 chlorure de 1-methyl-3-phenylpyridinium 
• 6755-56-2 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine 
• 28289-54-5 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine 
• 107971-01-7 1-methyl-5-phenylpyridin-2(1H)-one 
• 180407-33-4 (RS) 1-methyl-2-phenylpyrrolidine-2-carbaldehyde 
• 6755-57-3 1-methyl-5-phenyl-1,2,3,4-tetrahydropyridine 
• 107970-99-0 1,6-dihydro-6-imino-1-methyl-3-phenylpyridine 

Relevant academic research and scientific papers

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Synthesis of 2-Formylpyrroles from Pyridinium Iodide Salts

The first I2-mediated synthesis of 2-formylpyrroles from pyridinium salts is reported. This protocol enables the synthesis of diversely substituted 2-formylpyrroles in good yields under operationally simple conditions. The detailed mechanistic studies reveal that the reaction proceeds via a novel H2O-triggered ring opening of the pyridinium salt and a subsequent intramolecularly nucleophilic addition sequence.

Regioselective Direct C-H Trifluoromethylation of Pyridine

A highly efficient and regioselective direct C-H trifluoromethylation of pyridine based on an N-methylpyridine quaternary ammonium activation strategy has been developed. A variety of trifluoromethylpyridines can be obtained in good yield and excellent re

Cation-π interactions secure aggregation induced emission of planar organic luminophores

The use of non-covalent intermolecular π+-π interactions between quaternary pyridinium or imidazolium cations and aromatic π systems is an efficient approach to achieve AIE in planar purely organic luminophores.

Modular Approach to Heterogenous Catalysis. Manipulation of Cross-Coupling Catalyst Activity

A new type of robust, heterogeneous, modular Pd catalyst with metal embedded in the gel matrix is presented. The regulatory element of its catalytic activity has been introduced via chemical changes in the gel. The concept is illustrated in a series of Suzuki-Miyaura cross-coupling reactions. The demonstrated catalyst activity variations depend on the structure of the gel.

Stille reaction on pyridinium cations

A novel unit based on pyridinium cations has been synthesized by the Stille reaction and represents a model for development of molecular electronic devices.

From bipyridines to tobacco alkaloids and related compounds

Starting from structural considerations which led to the hypothesis that a chemical relationship could exist between two families of natural compounds (mainly pyridinic and pyrrolidinic alkaloids), experiments were carried out in order to establish a correlation route between the two studied classes. Of special interest was the central position of nicotine in these studies, and the main part of this work was devoted to the synthesis of nicotine starting from bipyridines. It was thus necessary to determine the conditions for selective reactions on one aromatic ring of bipyridines (N-methylation, N-oxidation and reduction of the heterocycle). Ring contraction procedure allowed us to obtain nicotine from the parent compound (3,3′-bipyridine). Complementary studies yielded various isomers of piperidinylpyridines (hexahydro derivatives of bipyridines) in a regiochemically controlled manner by means of original methods. Elsevier,.

REDUCTION OF PHENYL-SUBSTITUTED PYRIDINIUM METHOIODIDES WITH SODIUM BOROHYDRIDE. FORMATION OF AMINE-BORANE COMPLEXES IN WATER.

Reduction of phenyl-substituted pyridinium methoiodides with sodium borohydride in water afforded besides the desired tetrahydropyridines substantial amounts of amine-borane complexes.Reduction in methanol afforded tetrahydropyridines in high yield, with almost no amine-boranes formed.