Abstract
Abstract The action of oxygen and bromine on β-methylcinnamic acid in benzene in the sunlight at room temperature caused an oxidative cleavage of the double bond, giving acetophenone and carbon dioxide, in addition to β-methylcinnamic acid dibromide. Similar experiments with cinnamic acid, atropic acid, p-methoxycinnamic acid, gave only dibromides either with or without introduction of oxygen. Although a complete identification of the reaction products from the reaction of hydrogen bromide and oxygen on β-methylcinnamic acid was unsuccessful, it was found that a phenolic substance and a carbonyl compound were produced and that the formation of the phenol inhibited the progress of the reaction. On the ground of these and other results which were described in the three preceding papers, the mechanism of the reactions of hydrogen bromide, bromine, and oxygen with ethenoid compounds is discussed.
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