Exam 17: Reactions at the Α-Carbon

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Draw the most stable enol of the following ketone. Draw the most stable enol of the following ketone.

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How would you accomplish the following conversion? How would you accomplish the following conversion?

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What product is formed in the mixed Claisen condensation between methyl benzoate and cyclohexanone?

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Give the major product for the following reaction. Give the major product for the following reaction.

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Which of the labeled hydrogen atoms in the following structure is the most acidic? Which of the labeled hydrogen atoms in the following structure is the most acidic?

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Fill in the empty boxes. Fill in the empty boxes.

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Give the major product for the following reaction. Give the major product for the following reaction.

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Provide the major organic product(s)of the reaction shown below. Provide the major organic product(s)of the reaction shown below.

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Why is the pKa of acetone 20 while that of ethane is 50? Explain the origin for this difference in acidity.

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Give the major product for the following reaction. Give the major product for the following reaction.

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What two starting materials yield OHCCH2CO2CH2CH3 as the mixed Claisen condensation product?

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Give the major product for the reaction. Give the major product for the reaction.

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?

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List the following carbonyl compounds in order of decreasing pKa: 2,4-pentanedione,diethyl malonate,propanal,ethyl acetate.

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An α,β-unsaturated ketone is a product in which of the following reactions?

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Enolates are frequently formed by treating an aldehyde or ketone with LDA.However,the LDA must first be generated by reacting diisopropylamine with butyllithium.Why don't chemists just use butyllithium itself to deprotonate the aldehyde or ketone and form the enolate?

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Give the major product for the following reaction. Give the major product for the following reaction.

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Provide the major organic product of the following. Provide the major organic product of the following.

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Provide the structure of the major organic product which results when PhCO2CH2CH3 and CH3CH2CO2CH2CH3 are heated in the presence of sodium ethoxide and the compound generated is subsequently treated with cold,dilute acid.

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Give the major product of the following reaction. Give the major product of the following reaction.

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