Question 1

In a Michael reaction, what is the name given to the a,b-unsaturated carbonyl component?

Accepted Answer

A) Michael donor 
B) Michael enolate 
C) Michael nucleophile 
D) Michael acceptor 
A) Michael donor 
B) Michael enolate 
C) Michael nucleophile 
D) Michael acceptor

Question 2

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

Accepted Answer

A) The electrophilic carbonyl component is relatively unhindered and is used in excess. 
B) The electrophilic carbonyl carbon component is relatively hindered and is used in limited amount. 
C) The nucleophilic carbonyl component is relatively unhindered and is used in excess. 
D) The nucleophilic carbonyl component is relatively hindered and is used in limited amount. 
A) The electrophilic carbonyl component is relatively unhindered and is used in excess. 
B) The electrophilic carbonyl carbon component is relatively hindered and is used in limited amount. 
C) The nucleophilic carbonyl component is relatively unhindered and is used in excess. 
D) The nucleophilic carbonyl component is relatively hindered and is used in limited amount.

Question 3

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

Accepted Answer

A) b-Hydroxy ester 
B) b-Keto ester 
C) a-Keto ester 
D) g-Hydroxy ester 
A) b-Hydroxy ester 
B) b-Keto ester 
C) a-Keto ester 
D) g-Hydroxy ester

Question 4

The following reaction is an example of what type of reaction?

Accepted Answer

A) Michael reaction 
B) Aldol self-condensation 
C) Dieckmann condensation 
D) Robinson annulation 
A) Michael reaction 
B) Aldol self-condensation 
C) Dieckmann condensation 
D) Robinson annulation

Question 5

Which of the following compounds can undergo an Aldol with itself?

Accepted Answer

A) I 
B) II 
C) III 
D) Both I and II 
A) I 
B) II 
C) III 
D) Both I and II

Question 6

What are the two starting materials for a Robinson annulation?

Accepted Answer

A) an a,b-Unsaturated carbonyl compound and an enolate 
B) a b-Ketoester and an enolate 
C) a 1,5-Dicarbonyl compound and an enolate 
D) a 1,3-Dicarbonyl compound and an enolate 
A) an a,b-Unsaturated carbonyl compound and an enolate 
B) a b-Ketoester and an enolate 
C) a 1,5-Dicarbonyl compound and an enolate 
D) a 1,3-Dicarbonyl compound and an enolate

Question 7

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

Accepted Answer

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

Question 8

In a Michael reaction, where does the nucleophile attack the a,b-unsaturated carbonyl component?

Accepted Answer

A) a-Carbon 
B) b-Carbon 
C) Carbonyl carbon 
D) Carbonyl carbon and b-carbon 
A) a-Carbon 
B) b-Carbon 
C) Carbonyl carbon 
D) Carbonyl carbon and b-carbon

Question 9

What is the product of the following Claisen reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 10

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 11

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?

Accepted Answer

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. 
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.

Question 12

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 13

What is the product of the self-condensation of ethanal (acetaldehyde), shown below?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 14

What reaction type is an Aldol reaction?

Accepted Answer

A) Nucleophilic substitution 
B) Electrophilic substitution 
C) Electrophilic addition 
D) Nucleophilic addition 
A) Nucleophilic substitution 
B) Electrophilic substitution 
C) Electrophilic addition 
D) Nucleophilic addition

Question 15

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

Accepted Answer

A) a-Hydroxy carbonyl compound 
B) b-Hydroxy carbonyl compound 
C) g-Hydroxy carbonyl compound 
D) a,b-Hydroxy carbonyl compound 
A) a-Hydroxy carbonyl compound 
B) b-Hydroxy carbonyl compound 
C) g-Hydroxy carbonyl compound 
D) a,b-Hydroxy carbonyl compound

Question 16

What is the name given to the Claisen reaction between two different esters?

Accepted Answer

A) Multiple Claisen reaction 
B) Differential Claisen reaction 
C) Crossed Claisen reaction 
D) Versatile Claisen reaction 
A) Multiple Claisen reaction 
B) Differential Claisen reaction 
C) Crossed Claisen reaction 
D) Versatile Claisen reaction

Question 17

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 18

What type of esters can undergo Claisen reactions?

Accepted Answer

A) All esters can undergo Claisen reactions. 
B) Only esters with two hydrogen atoms on the acarbon can undergo Claisen reactions. 
C) Only esters with three hydrogen atoms on the acarbon can undergo Claisen reactions. 
D) Only esters with two or three hydrogen atoms on the acarbon can undergo Claisen reactions. 
A) All esters can undergo Claisen reactions. 
B) Only esters with two hydrogen atoms on the acarbon can undergo Claisen reactions. 
C) Only esters with three hydrogen atoms on the acarbon can undergo Claisen reactions. 
D) Only esters with two or three hydrogen atoms on the acarbon can undergo Claisen reactions.

Question 19

What is the general name of the product of a crossed Claisen reaction between a ketone and an ester?

Accepted Answer

A) b-Keto ester 
B) a,b-Dicarbonyl compound 
C) g-Dicarbonyl compound 
D) b-Dicarbonyl compound 
A) b-Keto ester 
B) a,b-Dicarbonyl compound 
C) g-Dicarbonyl compound 
D) b-Dicarbonyl compound

Question 20

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Exam 24: Carbonyl Condensation Reactions

In a Michael reaction, what is the name given to the a,b-unsaturated carbonyl component?

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

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

The following reaction is an example of what type of reaction?

Which of the following compounds can undergo an Aldol with itself?

What are the two starting materials for a Robinson annulation?

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

In a Michael reaction, where does the nucleophile attack the a,b-unsaturated carbonyl component?

What is the product of the following Claisen reaction?

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

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?

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

What is the product of the self-condensation of ethanal (acetaldehyde), shown below?

What reaction type is an Aldol reaction?

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

What is the name given to the Claisen reaction between two different esters?

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

What type of esters can undergo Claisen reactions?

What is the general name of the product of a crossed Claisen reaction between a ketone and an ester?

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

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols, Ethers, and Related Compounds

Alkenes

Alkynes

Oxidation and Reduction

Mass Spectrometry and Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Radical Reactions

Conjugation, Resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Carboxylic Acids and the Acidity of the O-H Bond

Introduction to Carbonyl Chemistry;

Aldehydes and Ketones Nucleophilic Addition

Carboxylic Acids and Derivatives

Substitution Reactions of Carbonyl Compounds at the Alpha-Carbon

Amines

Carbon-Carbon Bond Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Filters

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?