2301-80-6

Usage

Uses

Used in Organic Synthesis:
1,4-DIMETHYLPYRIDINIUM IODIDE 99 is used as a reagent for various organic reactions, facilitating the synthesis of complex organic molecules and contributing to the development of new chemical compounds.
Used as a Phase-Transfer Catalyst:
In the field of organic chemistry, 1,4-DIMETHYLPYRIDINIUM IODIDE 99 is utilized as a phase-transfer catalyst to enhance the efficiency of reactions involving both organic and inorganic components. This application is particularly beneficial in promoting reactions that would otherwise be slow or inefficient due to differences in solubility between the reactants.
Used in Pharmaceutical Synthesis:
1,4-DIMETHYLPYRIDINIUM IODIDE 99 plays a crucial role in the synthesis of pharmaceuticals and other fine chemicals. Its ability to act as a catalyst and reagent in various chemical reactions makes it a valuable component in the production of medications and other specialty chemicals.
Used in Laboratory and Industrial Settings:
Due to its high purity and versatile applications, 1,4-DIMETHYLPYRIDINIUM IODIDE 99 is commonly used in both laboratory and industrial settings. Its solubility in water and effectiveness in a wide range of chemical reactions make it a preferred choice for researchers and manufacturers alike.

InChI:InChI=1/C7H10N/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3/q+1

Upstream product

• 4934-25-2 pyridin-4-ylmethyl 2-phenylacetate 
• 14061-11-1 N-methyl picolinium acetate iodide 
• 872-73-1 N-methyl-2-methylpyridinium iodide 
• 10129-51-8 1,3-dimethylpyridinium iodide 

Downstream Products

• 110394-23-5 4-[(4-diethylamino-phenylimino)-methyl]-1-methyl-pyridinium; iodide 
• 66037-51-2 4-[4-(1-methyl-1H-pyridin-4-ylidene)-but-2-enylidene]-3-phenyl-4H-isoxazol-5-one 
• 20649-16-5 2'-Hydroxy-2,5-dimethyl-6,7-benzomorphan 
• 101775-32-0 4-(1,4-Dimethyl-[2]piperidylmethyl)-phenol 
• 29714-05-4 1-methyl-4-(4-methyl-trans-styryl)-pyridinium; iodide 
• 25514-82-3 4-(4-chloro-trans-styryl)-1-methyl-pyridinium; iodide 
• 27069-36-9 1,4-bis<2-(1-methylpyridinium-4-yl)vinyl>benzene diiodide 
• 29714-08-7 1-methyl-4-(3-nitro-trans-styryl)-pyridinium; iodide 
• 25565-20-2 trans-1-methyl-4-<4-nitrostyryl>-pyridinium iodide 
• 19224-33-0 4-(4-acetylamino-trans-styryl)-1-methyl-pyridinium; iodide 
• 695-15-8 1,4-dimethyl-piperidine 
• 695-16-9 1,4-dimethyl-1,2,5,6-tetrahydropyridine 
• 20111-34-6 (E)-1-methyl-4-(2-phenylethenyl)pyridinium iodide 
• 20288-72-6 (E)-4-(4-hydroxystyryl)-1-methylpyridin-1-ium iodide 

Relevant academic research and scientific papers

Competing processes in the photochemistry of picolines and their N-methyl salts: photoinduced charge transfer, phototransposition and photohydration

Photochemical reactivity of a series of picolines and their N-methylated salts has been investigated by preparative irradiations and UV–vis spectroscopy. Understanding competing photochemical processes and knowledge of their relative efficiencies is important in the application of pyridines as photocages or in the synthesis of complex polycycles. Contrary to previous reports for the gas phase, picolines are not reactive in the phototransposition, presumably due to protonation of the pyridine nitrogen in the excited state. Deuterium exchange was observed upon irradiation in CD3CN–D2O, but it was rationalized by photoionization and radical formation. On the other hand, N-methylated picoline salts are not protonated upon excitation. They undergo photohydration and phototransposition (ΦR?=?0.01–0.06). Upon irradiation of iodides, azabicyclic [3.1.0] hydration products were obtained. A difference in product distribution was observed between iodides and perchlorates, due to photoelimination of perchloric acid leading to the thermal aziridine ring opening. Moreover, excitation of iodide derivatives gives rise to change transfer transition forming iodide radicals that eventually give I3 ? with the quantum efficiency ΦR?=?0.015–0.02.

Visible Light Photorelease of Carboxylic Acids via Charge-Transfer Excitation of N-Methylpyridinium Iodide Esters

Iodide contrast sensitization to direct irradiation of charge transfer salts incurs carboxylic acid release via visible light absorption. The photochemical reduction of N-methyl-4-pyridinium iodide esters to release carboxylic acids is examined using 1H NMR analysis. Photolysis reactions are carried out under mild, biphasic solvent conditions using a household LED lamp. Carboxylic acid release is reported in high yields, and the viability of this method for synthetic chemistry is demonstrated through a macroscale reaction.