Tetrahedron

Thermodynamics of vinyl ethers—XI: The effect of the alkoxy group on the relative stabilities of 2-alkoxy-3-methyl-1-butenes and corresponding 2-butenes

E Taskinen

Index: Taskinen,E. Tetrahedron, 1975 , vol. 31, p. 957 - 962

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Citation Number: 5

Abstract

The effect of the alkoxy group (RO-; R= Me, Et, MeOCH2CH2, ClCH2CH2, i-Pr, s-Bu,(Et) 2CH, C6H5) on the relative stabilities of 2-alkoxy-3-methyl-1-butenes and corresponding 2- butenes has been studied by chemical equilibration in cyclohexane solution at various temperatures. The relative stability of the latter isomer is favored by (a) increasing size,(b) increasing electron-attracting character, and (c) increasing conjugative power of the R ...