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- Title
Oxidation of Deactivated Cage Substrates in the System H2SO4–HNO3.
- Authors
Ivleva, E. A.; Grinʼ, I. S.; Uchaev, I. S.; Klimochkin, Yu. N.
- Abstract
The kinetics of oxidation of 16 carboxylic acid esters of the adamantane series in the system H2SO4–HNO3 have been studied, and the effective rate constants have been determined. The reaction is described by the pseudo-first-order kinetic equation. The primary kinetic isotope effect has been estimated at 2.9±0.3. The rate-determining step of the oxidation process is cleavage of the adamantane C–H bond. The presence of an ethyl group at the bridgehead position increases the reactivity of adamantane substrates toward oxidation, whereas methyl, ethoxycarbonyl, and ethoxycarbonylmethyl groups reduce the reactivity.
- Subjects
KINETIC isotope effects; ESTERS; ETHYL group; OXIDATION kinetics; OXIDATION
- Publication
Russian Journal of Organic Chemistry, 2020, Vol 56, Issue 3, p412
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428020030082