The acetolysis products of a series of 2,2-dimethyl-3,4-pentadienyl p-bromobenzenesulfonates with methyl substituents at C-3 and/or C-5 have been determined at 40 or 55°. In the absence of a methyl substituent at C-3, the starting brosylates yield rearranged allenic products exclusively: 2-methyl-4,5-hexadien-2-yl acetate, 2-methyl-2,4,5-hexatriene, and/or 2-methyl-1,4,5-hexatriene with one or two methyl substituents at C-5. When the starting brosylate has a methyl substituent at C-3, the acetolysis also yields cyclobutane-ring-containing acetates and hydrocarbons, as well as conjugated and/or cross-conjugated rearranged acyclic nonallenic trienes. The effect
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