Exam 21: Alpha Carbon Chemistry: Enols and Enolates

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Provide both resonance structures of the enolate formed when the following ketone is treated with a base. Provide both resonance structures of the enolate formed when the following ketone is treated with a base.

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In an aldol mechanism, the ___________ attacks the aldehyde.

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enolate

Provide the reagents necessary to carry out the following conversion. Provide the reagents necessary to carry out the following conversion.

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1. LDA
2. 1. LDA 2.    3. H<sub>3</sub>O<sup>+</sup>
3. H3O+

Predict the major product for the following reaction. Predict the major product for the following reaction.      Predict the major product for the following reaction.      Predict the major product for the following reaction.

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Provide both resonance structures of the enolate formed when the following ketone is treated with a base. Provide both resonance structures of the enolate formed when the following ketone is treated with a base.

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Provide a stepwise synthesis for the following conversion. Provide a stepwise synthesis for the following conversion.

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Predict the product for the following reaction. Predict the product for the following reaction.

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An intermolecular Claisen condensation is called a _____________.

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Predict the product for the following reaction. Predict the product for the following reaction.      Predict the product for the following reaction.      Predict the product for the following reaction.

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Which is the most acidic hydrogen in the following compound? Which is the most acidic hydrogen in the following compound?

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How many beta hydrogens are in 2-pentanone?

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Which one of the following compounds is most likely to favor the enol tautomer over the ketone tautomer? Which one of the following compounds is most likely to favor the enol tautomer over the ketone tautomer?    Which one of the following compounds is most likely to favor the enol tautomer over the ketone tautomer?

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Which carbon atom has the most acidic hydrogen in the following compound? Which carbon atom has the most acidic hydrogen in the following compound?

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Predict the major product for the following reaction. Predict the major product for the following reaction.      Predict the major product for the following reaction.      Predict the major product for the following reaction.

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Predict the product for the following reaction. Predict the product for the following reaction.    Predict the product for the following reaction.

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Predict the major product for the following reaction. Predict the major product for the following reaction.    Predict the major product for the following reaction.

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Provide the structures of the intermediates and the final product in the following reaction sequence. Provide the structures of the intermediates and the final product in the following reaction sequence.

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Predict the final product for the following reaction sequence. Predict the final product for the following reaction sequence.

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Provide the reactant that would yield m-chlorobenzoic acid using the haloform reaction. Provide the reactant that would yield m-chlorobenzoic acid using the haloform reaction.

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Which of the following compounds represents an enolate? Which of the following compounds represents an enolate?

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