Tetrahedron

Secondary α-deuterium kinetic isotope effects in solvolyses of 2-cyclopentylethyl, 2-(Δ 2-cyclopentenyl) ethyl and 2-(Δ 3-cyclopentenyl) ethyl p- …

CC Lee, EWC Wong

Index: Lee,C.C.; Wong,E.W.C. Tetrahedron, 1965 , vol. 21, p. 539 - 545

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Citation Number: 14

Abstract

The kinetics of solvolysis of 2-cyclopentylethyl, 2-(Δ2-cyclopentenyl) ethyl and 2-(Δ3- cyclopentenyl) ethyl p-nitrobenzenesulphonates (I, II and III, respectively) and the corresponding 1, 1-di-deuterated analogs, I-d2, II-d2 and III-d2, were studied in 25% water- 75% dioxane and in glacial acetic acid at a number of temperatures. The very small k/kD values observed for I and I-d2 suggest considerable SN2 character for the solvolysis of ...