(a) On addition of one equivalent of methylmagnesium iodide to ethyl acetoacetate, the

Chapter 20, Problem 20.35

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(a) On addition of one equivalent of methylmagnesium iodide to ethyl acetoacetate, the Grignard reagent is consumed, but the only organic product obtained after working up the reaction mixture is ethyl acetoacetate. Why? What happens to the Grignard reagent? (b) On repeating the reaction but using D2O and DCl to work up the reaction mixture, it is found that the recovered ethyl acetoacetate contains deuterium. Where is this deuterium located?

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