66817-83-2Relevant academic research and scientific papers
On the Mechanism of Denitration of Aliphatic Nitro Compounds by Trialkylstannyl Radicals. An ESR and Kinetic Study
Korth, Hans-Gert,Sustmann, Reiner,Dupuis, Jacques,Giese, Bernd
, p. 1197 - 1202 (2007/10/02)
Alkyl(trialkylstannyloxy) nitroxyl radicals 3 have been detected by ESR spectroscopy as intermediates in the denitration reaction of aliphatic nitro compounds with trialkylstannyl radicals (R' = Me, n-Bu), generated photolytically from hexa-n-alkylditins or tri-n-butyltin hydride in benzene solution.In most cases, the additional formation of dialkyl nitroxyl radicals 4 could be observed at prolonged reaction times.The decay kinetics of radicals 3 have been investigated by time-resolved ESR spectroscopy in the temperature range of 248 to 326 K.Alkyl(trialkylstannyloxy) nitroxyl radicals generated from tertiary nitro compounds decay by a first-order process, whereas those from secondary and primary nitro compounds follow broken reaction orders 1 A mechanistic scheme for the reaction of aliphatic nitro compounds with trialkylstannyl radicals is proposed, substantiated by a product study.
