When 2,4-pentanedione in ether is treated with one equivalent of sodium hydride (NaH), a

Chapter 22, Problem 22.79

(choose chapter or problem)

When 2,4-pentanedione in ether is treated with one equivalent of sodium hydride (NaH), a gas is evolved and an ionic compound A is formed. (a) Give the structure of A. Which atoms of A should be nucleophilic? Explain. (b) When A reacts with CH3I, three isomeric compounds, B, C, and D (C6H10O2), are formed. Suggest structures for these compounds.

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