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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.
Cr(VI)-pyridine and pyridinium reagents have the advantage that they are soluble in organic solvents as are the alcohol substrates. One family of reagents employs the complex CrO 3 (pyridine) 2. [2] Sarett's reagent: a solution of CrO 3 (pyridine) 2 in pyridine. It was popularized for selective oxidation of primary and secondary alcohols to ...
2-Chloropyridine reacts with nucleophiles to generate pyridine derivatives substituted at the second and fourth carbons on the heterocycle. Therefore, many reactions using 2-chloropyridine generate mixtures of products which require further workup to isolate the desired isomer.
The Collins oxidation is an organic reaction for the oxidation of primary alcohols to aldehydes. It is distinguished from other chromium oxide-based oxidations by the use of Collins reagent, a complex of chromium(VI) oxide with pyridine in dichloromethane. [1] [2] Mechanism of the Collins oxidation [3]
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 ...
With secondary amines and not primary amines the Zincke reaction takes on a different shape forming so-called Zincke aldehydes in which the pyridine ring is ring-opened with the terminal iminium group hydrolyzed to an aldehyde: [4] Zincke aldehydes. This variation has been applied in the synthesis of novel indoles: [11] Zincke aldehydes Kearney ...
The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [2] and later by Fritz Schlotterbeck in 1907. [3]
The Parikh–Doering oxidation is an oxidation reaction that transforms primary and secondary alcohols into aldehydes and ketones, respectively. [1] The procedure uses dimethyl sulfoxide (DMSO) as the oxidant and the solvent, activated by the sulfur trioxide pyridine complex (SO 3 •C 5 H 5 N) in the presence of triethylamine or diisopropylethylamine as base.