Abstract
Abstract When the copper(II) chelate of ethyl acetoacetate reacts with bromine in dry dichloromethane, the chelate is broken, forming the α-bromoester and copper(I) or copper(II) bromide depending on the reactants’ mole ratio. However, in the reaction between bromine and the chelate at a mole ratio of 1 : 1 in dichloromethane saturated with water, copper-(I) bromide is not produced primarily; instead copper(II) hydroxide is formed, as is copper-(II) bromide. In the reactions of the copper(II) chelate of acetylacetone or ethyl acetoacetate with dry hydrogen bromide at the mole ratio of 1 : 1 or 1 : 1.5, more than 98% of the total copper precipitated as copper(I) bromide. Even when 2 mol. of hydrogen bromide was employed against 1 mol. of the chelate, more than 90% of the original copper changed to copper(I) bromide, in contrast with the results obtained in a similar reaction with bromine. The entire reaction pattern has been suggested employing a presumed intermediate binuclear complex containing a bromine double brigde.
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