Electrochemical reactions of S-, Se-, and Te-containing organic compounds. XV. Oxidation of selenoanisole derivatives
Journal Article
·
· J. Gen. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5570953
The electrochemical oxidation of a number of derivatives of selenoanisole RC/sub 6/H/sub 4/SeCH/sub 3/ in acetonitrile on a platinum rotating disk electrode takes place according to a two-electron elimination mechanism with the formation of an intermediate unstable radical cation, which undergoes a first-order reaction (deprotonation, dealkylation, or an interaction with macrocomponents of the solution). A comparison of the results of the electrochemical oxidation and the spectrophotometry of CT complexes with the use of the methods of sigma-rho analysis demonstrated the constancy of the kinetic components of E/sub 1/2/ (R not equal to p-NH/sub 2/) and the distorting influence of adsorption effects on it. The compound with R = p-NH/sub 2/ reacts like other substituted anilines. The electrophilic constant of the p-SeCH/sub 3/ substituent has been evaluated (sigma/sup +/ = 0.59 +/- 0.05).
- Research Organization:
- V. I. Ul'yanov-Lenin Kazan' State Univ., USSR
- OSTI ID:
- 5570953
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 55:9; ISSN JGCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201 -- Chemical & Physicochemical Properties
400400* -- Electrochemistry
ACETONITRILE
ANISOLE
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
COMPARATIVE EVALUATIONS
COMPLEXES
DEALKYLATION
DEHYDROGENATION
ELECTROCHEMISTRY
ELECTRONIC STRUCTURE
ETHERS
KINETICS
NITRILES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIDATION
REACTION KINETICS
REDOX POTENTIAL
SELENIUM COMPLEXES
SPECTROPHOTOMETRY
TELLURIUM COMPLEXES
400201 -- Chemical & Physicochemical Properties
400400* -- Electrochemistry
ACETONITRILE
ANISOLE
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
COMPARATIVE EVALUATIONS
COMPLEXES
DEALKYLATION
DEHYDROGENATION
ELECTROCHEMISTRY
ELECTRONIC STRUCTURE
ETHERS
KINETICS
NITRILES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIDATION
REACTION KINETICS
REDOX POTENTIAL
SELENIUM COMPLEXES
SPECTROPHOTOMETRY
TELLURIUM COMPLEXES