50915-79-2Relevant academic research and scientific papers
Reactivity of C-H bonds in cyclohexanone and 1-tert-butylperoxycyclohexanol toward the tert-butylperoxyl radical
Puchkov,Nepomnyashchikh,Kozlova,Perkel
, p. 139 - 148 (2013/06/26)
The kinetics of oxygen uptake and the composition of the cyclohexanone oxidation products in the azobisisobutyronitrile-initiated oxidation of cyclohexanone in the presence of tert-butyl hydroperoxide have been investigated by the Howard-Ingold method. The partial rate constants of the reaction of the tert-butylperoxyl radical with the C-H bonds of cyclohexanol and 1-tert-butylperoxycyclohexanole at 333 K have been determined. The carbonyl group of cyclohexanone activates the C-H bonds in the 2- and 6-positions (α) and deactivates the C-H bonds in the 3- and 5-positions (β) compared to the C-H bonds in the 4-position (γ), whose reactivity is similar to that of the methylenic C-H bonds in cyclohexane. Evaluation of the joint effect of the hydroxyl and tert-butylperoxyl groups in 1-tert-butylperoxycyclohexanol suggests a considerable deactivation of the C-H bonds in the 2- and 6-positions (β) and, to a lesser extent, in the 3- and 5-positions (γ).
COMPOSITION OF THE PRODUCTS FROM INITIATED OXIDATION OF CYCLOHEXANONE
Kucher, R. V.,Opeida, I. A.,Nechitailo, L. G.,Simonov, M. A.
, p. 93 - 98 (2007/10/02)
The composition of the products from initial stage of the liquid-phase initiated oxidation of cyclohexanone by oxygen was investigated.It was shown that a series of primary products are formed in the short-chain unbranched oxidation reaction as a result of the transformations of 2-oxocyclohexylperoxyl radicals.The main products are 2-hydroperoxy-1-cyclohexanone, hexanedionic acid, and its monoaldehyde, 6-hexanolide, 1,2-cyclohexanedione, 2-hydroxy-1-cyclohexanone, and 2-hydroxy-6-hexanolide.
