We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Mechanism of Electroreduction of the Henry Reaction Products. Electrochemically Initiated Degradation of 1-Phenyl-2-Nitroethanol.
- Authors
Mendkovich, Andrey S.; Ranchina, Darya V.; Syroeshkin, Mikhail A.; Demchuk, Dmitry V.; Mikhailov, Mikhail N.; Elinson, Mikhail N.; Gul'tyai, Vadim P.; Rusakov, Alexander I.
- Abstract
Electroreduction of the Henry reaction product - i.e. 1-phenyl-2-nitroethanol (PNE) - in 0.1 M Bu4NClO4 solution in Me-CN has been investigated by a set of experimental (cyclic voltammetry, chronoamperometry, and controlled potential electrolysis) and theoretical (digital simulation and quantum chemical calculations) methods. The results obtained show that cathodically generated radical anion of PNE undergoes C-C bond cleavage reaction resulting in the formation of the free radical of benzyl alcohol and nitromethane anion. The proton transfer between these species affords nitromethane and benzaldehyde radical anion. Electron transfer from the last to PNE initiates the cyclic process of the PNE degradation.
- Subjects
ELECTROLYTIC reduction; NITROALDOL reactions; CHEMICAL decomposition; ETHANOL; RADICAL anions; SCISSION (Chemistry); BENZYL alcohol
- Publication
Acta Chimica Slovenica, 2014, Vol 61, Issue 2, p246
- ISSN
1318-0207
- Publication type
Article