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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.
The formation of the DNP-pyridinium salt. Upon heating a primary amine with the N-2,4-dinitrophenyl-pyridinium salt (2), the addition of the amine leads to the opening of the pyridinium ring. A second addition of amine leads to the displacement of 2,4-dinitroaniline (5) and formation of the König salt [5] (6a and 6b).
Zincke aldehydes, or 5-aminopenta-2,4-dienals, are the product of the reaction of a pyridinium salt with two equivalents of any secondary amine, followed by basic hydrolysis. Using secondary amines (as opposed to primary amines) the Zincke reaction takes on a different shape forming Zincke aldehydes in which the pyridine ring is ring-opened ...
The second family of reagents are salts, featuring the pyridinium cation (C 5 H 5 NH +). pyridinium dichromate (PDC) is the pyridium salt of dichromate, [Cr 2 O 7] 2-. pyridinium chlorochromate (PCC) is the pyridinium salt of [CrO 3 Cl] −. These salts are less reactive, more easily handled, and more selective than Collins reagent in ...
Pyridinium chlorochromate in a vial. Pyridinium chlorochromate (PCC) is a yellow-orange salt with the formula [C 5 H 5 NH] + [CrO 3 Cl] −. It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls. A variety of related compounds are known with similar reactivity.
Pyridinium perbromide (also called pyridinium bromide perbromide, pyridine hydrobromide perbromide, or pyridinium tribromide) is an organic chemical composed of a pyridinium cation and a tribromide anion. It can also be considered as a complex containing pyridinium bromide—the salt of pyridine and hydrogen bromide—with an added bromine (Br ...
This route produces the pyridinium salt of pyridinium-2,6-dicarbothioate. Treatment of this orange-colored salt with sulfuric acid gives colorless PDTC, which can then be extracted with dichloromethane. [2] The biosynthesis of PDTC remains unclear although some insights can be deduced from the genetics. [3]
Methylpyridinium is prepared by treating pyridine with dimethylsulfate: [2]. C 5 H 5 N + (CH 3 O) 2 SO 2 → [C 5 H 5 NCH 3] + CH 3 OSO − 3. It is found in some coffee products. [3] It is not present in unroasted coffee beans, but is formed during roasting from its precursor chemical, trigonelline. [3]