Exam 19: Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

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When α\alpha , β\beta -unsaturated aldehydes and ketones react with nucleophiles,they do so in one of two ways.What are the two ways?

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simple or 1,2-addition;conjugate or 1,4-addition

Which of the following statements is true about the anion formed from the reaction of diethyl malonate with sodium ethoxide?

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E

What starting compound(s)would you use in an aldol reaction to prepare as the major product: What starting compound(s)would you use in an aldol reaction to prepare as the major product:

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D

What is the product of the following reaction sequence? Give structural details of all significant intermediates. What is the product of the following reaction sequence? Give structural details of all significant intermediates.

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When acetaldehyde is reacted with 3 equivalents of formaldehyde under alkaline conditions,followed by treatment with sodium borohydride,the product formed shows the following spectra data: IR: broad peak at 3326cm−1 1H NMR: singlet at 3.45 δ\delta singlet at 4.78 δ\delta (found to be exchangeable) Predict a reasonable structure for this product.

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What is the product of the Dieckmann condensation of this diester, What is the product of the Dieckmann condensation of this diester,

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The product(s)of the reaction of 2 mol of ethyl butanoate with sodium ethoxide is(are):

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What is the product of the following reaction sequence? Give structural details of all significant intermediates. What is the product of the following reaction sequence? Give structural details of all significant intermediates.

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What is the final product of the following reaction sequence? Give structural details of all significant intermediates. What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

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What is the final product of the following reaction sequence? Give structural details of all significant intermediates. What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

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What would be the major product of the following reaction? What would be the major product of the following reaction?

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What is the final product of the following reaction sequence? Give structural details of all significant intermediates. What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

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What would be the product,C,of the following reaction sequence? What would be the product,C,of the following reaction sequence?

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Predict the major product from the following reaction: Predict the major product from the following reaction:

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Which compound may be prepared using a Mannich reaction? Which compound may be prepared using a Mannich reaction?

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What is the product of the Dieckmann-like condensation of this ketoester, What is the product of the Dieckmann-like condensation of this ketoester,   IV V IV V

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What starting compound(s)would you use in an aldol reaction to prepare as the major product: What starting compound(s)would you use in an aldol reaction to prepare as the major product:

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When planning a reaction with an ester and an alkoxide ion,it is important to use an alkoxide that has the same alkyl group as the ester in order to avoid ________________.

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What is the product of the following reaction sequence? Give structural details of all significant intermediates. What is the product of the following reaction sequence? Give structural details of all significant intermediates.

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What final product is obtained when 2,8-nonanone is treated with base,followed by reaction with lithium aluminum hydride? What final product is obtained when 2,8-nonanone is treated with base,followed by reaction with lithium aluminum hydride?

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