Z. L. Ayupova, V. Martem'yanov, E. T. Denisov
Aug 1, 1978
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Journal
Russian Chemical Bulletin
Abstract
1. Bromination of a 1,3-dioxane by dioxane dibromide is a bimolecular reaction. Rate constants and activation energies have been determined for the bromination of nine dioxanes. 2. It is suggested that the high reactivity of the 4-substituted 1,3-dioxanes is due to transfer of the substituent effect through the\(\begin{array}{*{20}c} {\backslash \backslash } \\ {//} \\ \end{array} CH - 0\) group, and to the absence of steric hindrances to electrophilic substitution at the carbon atom in position 2. 3. The fact that log k could be correlated with the Hammett σ constant is taken as indication that the reactivity of the dioxane dibromide varies with the nature of the substituent in the aromatic ring of 2-phenyl-1,3-dioxane.