Oxidation of 1-methyl- and 1-ethylcyclohexanol with cerium ammonium nitrate

Authors :: E. P. Kaplan
N. I. Kapustina
Gennady I. Nikishin
Source :: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 26:1420-1424
Publication Year :: 1977
Publisher :: Springer Science and Business Media LLC, 1977.
Abstract: 1. Cerium ammonium nitrate oxidizes 1-methyl- and 1-ethylcyclohexanol in aqueous acetonitrile in two directions, i. e., with elimination of the side alkyl group and with opening of the ring. 2. The oxoalkyl radicals formed during ring opening take part in hydrogen abstraction, rearrangement, recombination, and oxidation reactions. 3. During oxidation 1-methyl- and 1-ethylcyclohexanol partly react with acetonitrile by a earbonium ion mechanism to form N-(1-methylcyclohexyl)- and N-(1-ethylcyclohexyl)acetamide.

Subjects :: chemistry.chemical_classification
Ammonium nitrate
Radical
chemistry.chemical_element
General Chemistry
Hydrogen atom abstraction
Medicinal chemistry
Redox
chemistry.chemical_compound
Cerium
chemistry
Acetonitrile
Acetamide
Alkyl

ISSN :: 15739171 and 05685230
Volume :: 26
Database :: OpenAIRE
Journal :: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Accession number :: edsair.doi...........e30d77c61598dc4acd1f0b2afa497ed1
Full Text :: https://doi.org/10.1007/bf00928519