Tetrahedron

Small ring compounds—XVI: Solvolysis of α (p-substitutedphenyl) cycloprophylcarbinyl p-nitrobenzoate

T Shono, A Oku, R Oda

Index: Shono,T. et al. Tetrahedron, 1968 , vol. 24, p. 421 - 425

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Citation Number: 5

Abstract

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.