Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Pyridinium refers to the cation [C5H5NH]+. It is the conjugate acid of pyridine. Many related cations are known involving substituted pyridines, e.g. picolines, lutidines, collidines. They are prepared by treating pyridine with acids.[3]
As pyridine is often used as an organic base in chemical reactions, pyridinium salts are produced in many acid-base reactions. Its salts are often insoluble in the organic solvent, so precipitation of the pyridinium leaving group complex is an indication of the progress of the reaction.
Pyridinium cations are aromatic, as determined through Hückel's rule.[4] They are isoelectronic with benzene.
^Linnell, Robert (1960). "Notes – Dissociation Constants of 2-Substituted Pyridines". Journal of Organic Chemistry. 25 (2): 290. doi:10.1021/jo01072a623.
^Pearson, Ralph G.; Williams, Forrest V. (1953). "Rates of Ionization of Pseudo Acids.1V. Steric Effects in the Base-catalyzed Ionization of Nitroethane". Journal of the American Chemical Society. 75 (13): 3073. doi:10.1021/ja01109a008.
^George A. Olah; Michael Watkins (1978). "Fluorinations With Pyridinium Polyhydrogen Fluoride Reagent: 1-Fluoroadamantane". Org. Synth. 58: 75. doi:10.15227/orgsyn.058.0075.
^"Aromatic Compounds" (PDF). Alex Roche, Rutgers University.
Pyridinium refers to the cation [C5H5NH]+. It is the conjugate acid of pyridine. Many related cations are known involving substituted pyridines, e.g. picolines...
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named after Theodor Zincke, in which a pyridine is transformed into a pyridinium salt by reaction with 2,4-dinitro-chlorobenzene and a primary amine. The...
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compounds such as chromic and dichromic acids and chromium trioxide, pyridinium chlorochromate (PCC), and chromate/dichromate compounds such as Sodium...
Stojiljković MP (December 2006). "Current understanding of the application of pyridinium oximes as cholinesterase reactivators in treatment of organophosphate...
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formation of an acetal, for example. Acids as weak as pyridinium cation (as found in pyridinium tosylate) with a pKa of 5.2 are able to serve as catalysts...