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Acetylacetone (pentane-2,4-dione) reacts with sodium
Chapter 5, Problem 31P(choose chapter or problem)
Acetylacetone (pentane-2,4-dione) reacts with sodium hydroxide to give water and the sodium salt of a carbanion. Write a complete structural formula for the carbanion, and use resonance forms to show the stabilization of the carbanion.
Equation Transcription:
Text Transcription:
H_3C-C-O-CH_2-C-O-CH_3
Questions & Answers
QUESTION:
Acetylacetone (pentane-2,4-dione) reacts with sodium hydroxide to give water and the sodium salt of a carbanion. Write a complete structural formula for the carbanion, and use resonance forms to show the stabilization of the carbanion.
Equation Transcription:
Text Transcription:
H_3C-C-O-CH_2-C-O-CH_3
ANSWER:
Step 1 of 3
Beta diketones
Beta-diketones are compounds containing two carbonyl groups separated by a single carbon atom. They are 1,3-diones. Beta-diketones exhibit high keto-enol tautomerism, and the enol form of the compound is stabilized due to the hydrogen bond.
Beta diketones are generally synthesized from ketones by Claisen condensation with an ester. They are used as precursors for heterocyclic compounds.
An important beta-diketone compound is acetylacetone. Acetylacetone is synthesized from isopropenyl acetate by thermal rearrangement. They are weakly acidic and can also be prepared with Claisen condensation of acetone and ethyl acetate.