ISSN:
1573-9171
Keywords:
cyclohexanediones
;
monoketals
;
hydrogen peroxide
;
peroxide
;
structure
;
quantum-chemical calculations
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract 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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00863923
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