Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.) p. 112 - 116 (1992)
Update date:2022-08-11
Topics:
Starostin, E. K.
Mazurchik, A. A.
Ignatenko, A. V.
Promyslov, V. M.
Chuvylkin, N. D.
Nikitin, G. I.
The reactivity of cyclohexanediones and their monoethylene ketals with hydrogen peroxide was studied.It was established that 1,2- and 1,3-cyclohexanediones virtually do not react with H2O2, whereas 1,4-cyclohexanedione forms 1,4-dihydroxy-1,4-dihydroperoxycyclohexane.Monoethylene ketals of cyclohexanediones react with hydrogen peroxide to form the corresponding α-hydroxy-α-hydroperoxides.The stereoelectronic factors determining the difference in reactivity of the carbonyl fragment in cyclohexanone, 1,2-cyclohexanedione, and its monoethylene ketal were analyzed within the framework of the semiempirical quantum chemical method MNDO.Keywords: cyclohexanediones, monoketals, hydrogen peroxide, peroxide, structure, quantum-chemical calculations.
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