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Exam 22: Carbonyl Condensation Reactions

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Question 21

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If a Claisen condensation reaction is run using methyl propanoate as the reactant,NaOCH₃ is the ideal base.Why is it important to use NaOCH₃ and not NaOCH₂CH₃?

A) NaOCH₃ is a stronger base than NaOCH₂CH₃,and this reaction requires a stronger base.
B) NaOCH₃ is a weaker base than NaOCH₂CH₃,and this reaction requires a weaker base.
C) Transesterfication can occur when esters react,and this transesterfication would result in a mixture of products.
D) NaOCH₃ is more soluble than NaOCH₂CH₃ in organic solvents,and this reaction requires a full equivalent of base to proceed.A full equivalent of NaOCH₂CH₃ would not dissolve,so the reaction would not proceed.

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Question 22

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Which is the unsaturated carbonyl compound formed by the dehydration of the following b-hydroxy carbonyl compound?

A) I
B) II
C) I and II
D) None of the choices

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Question 23

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In what situation can the yield of a single crossed Aldol product be increased?

What is the name given to an Aldol reaction between two different carbonyl compounds?

Which of the following bicyclic ring systems can be prepared by an intermolecular Robinson annulation?

What is the cyclic product formed in the intramolecular Aldol condensation when the following compound is treated with aqueous NaOH?

Which of the following carbonyl compounds does not undergo Aldol addition reactions when treated with aqueous sodium hydroxide?

Which of the following compounds cannot serve as a Michael acceptor?

What is the Aldol addition product formed from the reaction of (CH₃) ₂CHCH₂CHO with itself?

Which is the unsaturated carbonyl compound formed in the dehydration of the following b-hydroxy carbonyl compound?

What product (including stereochemistry) is formed in the following intermolecular reaction?

What is the general name for the reaction product formed in an aldol addition reaction?

What is the major product of the following reaction?

What is the Aldol addition product formed from the reaction of acetone,(CH₃) ₂CO,with itself?

What is the major product of the following reaction?

In the correct order,what are the three general steps in the mechanism of a Claisen reaction?

What is the major product of the following reaction?

Complete this statement: A major difference between the Aldol condensation and the Claisen condensation reactions is that

What aldehyde or ketone is needed to prepare the following compound by an Aldol reaction?

What is the general name for the reaction product formed in a Claisen reaction?