Influence of the polarity of the medium on the oxidation of 2,4,6-triphenylverdazyl by compounds with a “positive” halogen
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The kinetics of the reaction of 2,4,6-triphenylverdazyl with 2-bromocyclohexylbromoalonodinitrile was studied at 25°C in a benzene-nitrobenzene mixture and in pure solvents (C6H6, C6H5Cl, CCl4) in the range 2≤ɛ<7. The Kirkwood equation (μne=12.88D) was used to estimate the polarity of the transition state, and the Amis equation (rne=6.42 Å) to estimate the effect of radius of the activated complex. In a complex the proportion of transferable electronic charge is equal to 0.42, which permitted the reaction under study to be assigned to the SN2 type.
KeywordsOxidation Transition State C6H6 CCl4 Halogen
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