α-(p-substitutedphenyl) cyclopropylcarbinyl p-nitrobenzoate (IV), α-(p-substitutedphenyl) isobutyl p-nitrobenzoate (VI) and α-methylcyclopropylcarbinyl p-nitrobenzoate (V) were synthesized and solvolyzed in 65% aqueous dioxan. The substituents studied were Me, Cl and OMe. A plot of the kinetic data obtained in thesolvolysis of IV vs. σp+ was linear with slop-3.61 at 30°. The structure of the transition state in the solvolysis has been discussed.