Showing papers by "Yu. N. Ogibin published in 1984"

Oxidative rearrangement of alkanal cyanohydrins initiated by peroxydisulfate ions

Abstract: 1. Alkanal cyanohydrins (R(CH2)4CH(OH)CN (R=H, alkyl) are transformed into 4- and 5-cyanoalkanoic and alkanolc acids: RCH2CH(CN)CH2CH2COOH, RCH(CN)CH2CH2CH2COOH, and R(CH2)4·COOH, under the effect of peroxydisulfate ions on heating (60–80°C). 2. The use of peroxydisulfate instead of the peroxydisulfate-monovalent silver system as the oxidant favors the oxidative rearrangement of the alkanal cyanohydrins into cyanoalkanoic acids due to a decrease in the competitive transformation into alkanoic acids, and also permits obtaining cyanoalkanoic and alkanoic acids with a higher total yield. 3. The formation of the cyanohydrin cation-radical and its isomerization with 1,5- and 1,6-migration of the hydrogen atom are the most probable initial stages of the reaction of peroxydisulfates with alkanal cyanohydrins.