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Reaction of amidyl radicals in sodium peroxydisulfate-metal chloride oxidation systems

TLDR
In this paper, the Hoffmann type rearrangement in a Na2S2O8-NaCl-NaOH system was used to convert the alkanoic acid amides into amines containing one carbon atom less than the initial amides.
Abstract
1. Unsubstituted alkanoic acid amides R(CH2)4CONH2 (R=H or alkyl) convert in Na2S2O8-CuCl2 and Na2S2O8-NaCl oxidation systems via intermediate amidyl radicals R(CH2)4C(O)NH intoγ- and δ-lactones with a considerable predominance ofγ-lactones. 2. Monoalkyl amides of alkanoic acids are lactonized to an inappreciable extent by the action of the S2O82−-Cl− system; N,N-diethyl valeramide undergoes oxidative dealkylation into N-alkyl valeramide. 3. As the result of an oxidative, Hoffmann type rearrangement in a Na2S2O8-NaCl-NaOH system, unsubstituted alkanoic acid amides convert into amines containing one carbon atom less than the initial amides.

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Linear Amides in Caprolactam from Linear Ketone Impurities in Cyclohexanone Obtained from Cyclohexane: Kinetics and Identification

TL;DR: Caprolactam obtained after oximation and Beckman Rearrangement of cyclohexanone is the monomer of nylon-6 as discussed by the authors, and the quality of the nylon 6 fibers is affected by the impurities present in e-caprolacta...
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