When ethyl acetoacetate is treated with one equivalent of ethoxide ion followed by one equivalent of 1,2-dibromoethane compound,X is produced.Treatment of X with a second equivalent of ethoxide,produces Y.Further treatment of this product to conditions of saponification,acidification and heating produced a product,Z,that gives the following spectral data:
1H NMR: 0.88 multiplet 13C NMR: Broad Band Decoupled: 10.40,21.17,29.84,
208.30
1.00 multiplet DEPT 90: 21.17
1.96 multiplet DEPT 135: positive signals at 21.17,29.84
2.24 singlet negative signals at 10.40
What is a reasonable structure for Z?
Correct Answer:
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