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Incidental to the study of the reactions of alkyl Grignard reagents and organolithium compounds with some heavy metal salts4 a more or less stable methylcopper compound was obtained. Methyllithium, dimethylmagnesium, or methylmagnesium chloride reacted with cupric chloride to give first cuprous chloride and ethane. The cuprous chloride then reacted with more of the Grignard reagent or organolithium compound to give a bright yellow, ether-insoluble methylcopper compound. The same compound was formed when cuprous iodide or cuprous thiocyanate was used in place of the cuprous chloride. The product

of Some Organic Compounds 109 was added equivalent amounts of anisóle and p-bromoanisole. The mixture was then concentrated to 55 cc., refluxed for twenty hours, and carbonated to yield 30% of 5-bromo-2-methoxybenzoic acid. From a related experiment in which the ether solution was not concentrated, there was isolated a mixture of 5-bromo-2-methoxybenzoic acid and ^-methoxybenzoic acid.

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