Influence of the polarity of the medium on the oxidation of 2,4,6-triphenylverdazyl by compounds with a “positive” halogen

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<7. The Kirkwood equation (_ne=12.88D) was used to estimate the polarity of the transition state, and the Amis equation (r_ne=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 S_N2 type.Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 21, No. 5, pp. 613–615, September–October, 1985.