Question 1

When is a crossed Aldol reaction said to be synthetically useful?

Accepted Answer

A) When both carbonyl compounds have a hydrogens 
B) When both carbonyl compounds have no a hydrogens 
C) When one carbonyl compound has no a hydrogens 
D) When one carbonyl compound has no b hydrogens 
A) When both carbonyl compounds have a hydrogens 
B) When both carbonyl compounds have no a hydrogens 
C) When one carbonyl compound has no a hydrogens 
D) When one carbonyl compound has no b hydrogens C

Question 2

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

Accepted Answer

A) Claisen condensation 
B) Mixed Aldol reaction 
C) Robinson annulation 
D) Dieckmann condensation 
A) Claisen condensation 
B) Mixed Aldol reaction 
C) Robinson annulation 
D) Dieckmann condensation D

Question 3

What is the Aldol addition product formed from reaction of the following compound with itself?

Accepted Answer

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

Question 4

Which of the following statements about Aldol reactions with either aldehydes or ketones is true?

Accepted Answer

A) Equilibrium favors the products with aldehydes; equilibrium favors the starting materials with ketones. 
B) Equilibrium favors the starting materials with aldehydes; equilibrium favors the products with ketones. 
C) Equilibrium favors the products with both aldehydes and ketones. 
D) Equilibrium favors the starting materials with both aldehydes and ketones. 
A) Equilibrium favors the products with aldehydes; equilibrium favors the starting materials with ketones. 
B) Equilibrium favors the starting materials with aldehydes; equilibrium favors the products with ketones. 
C) Equilibrium favors the products with both aldehydes and ketones. 
D) Equilibrium favors the starting materials with both aldehydes and ketones.

Question 5

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 6

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 7

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 8

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 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

Under basic conditions,the Aldol reaction is reversible,but dehydration is not.What is the reason for this difference in reactivity?

Accepted Answer

A) The initial Aldol product is an alkoxide,so the reaction is not energetically downhill in either direction. 
B) The initial Aldol product is an alkoxide,so the reaction is energetically downhill going toward the product. 
C) The initial Aldol product is an alkoxide,so the reaction is energetically downhill going toward the starting materials. 
D) Water is a stable molecule. 
A) The initial Aldol product is an alkoxide,so the reaction is not energetically downhill in either direction. 
B) The initial Aldol product is an alkoxide,so the reaction is energetically downhill going toward the product. 
C) The initial Aldol product is an alkoxide,so the reaction is energetically downhill going toward the starting materials. 
D) Water is a stable molecule.

Question 11

Would this crossed Aldol reaction work well? Why or why not?

Accepted Answer

A) Yes,the diketone is significantly more acidic,so this enolate can be formed selectively. 
B) Yes,the aldehyde is significantly more acidic,so this enolate can be formed selectively. 
C) No,the aldehyde is significantly more acidic,so this enolate cannot be formed selectively. 
D) No,the diketone is significantly more acidic,so this enolate cannot be formed selectively. 
A) Yes,the diketone is significantly more acidic,so this enolate can be formed selectively. 
B) Yes,the aldehyde is significantly more acidic,so this enolate can be formed selectively. 
C) No,the aldehyde is significantly more acidic,so this enolate cannot be formed selectively. 
D) No,the diketone is significantly more acidic,so this enolate cannot be formed selectively.

Question 12

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

Accepted Answer

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

Question 13

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

Question 14

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 15

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 16

When is a crossed Claisen reaction between two different esters synthetically useful?

Accepted Answer

A) When only one of the esters has a hydrogen atoms 
B) When both esters have a hydrogen atoms 
C) When only one of the esters has b hydrogen atoms 
D) When both esters lack a hydrogen atoms 
A) When only one of the esters has a hydrogen atoms 
B) When both esters have a hydrogen atoms 
C) When only one of the esters has b hydrogen atoms 
D) When both esters lack a hydrogen atoms

Question 17

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 18

The b-hydroxy carbonyl product of an Aldol reaction is oftentimes not the final isolated product; what is the explanation for this result?

Accepted Answer

A) It undergoes elimination,since water is a good leaving group. 
B) The hydroxy group is oxidized to a carbonyl. 
C) The hydroxy group reacts with the carbonyl to form a ketal. 
D) Hydroxide is eliminated via an enolate intermediate. 
A) It undergoes elimination,since water is a good leaving group. 
B) The hydroxy group is oxidized to a carbonyl. 
C) The hydroxy group reacts with the carbonyl to form a ketal. 
D) Hydroxide is eliminated via an enolate intermediate.

Question 19

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 20

Why is the Aldol reaction often called an Aldol condensation?

Accepted Answer

A) The initially formed b-hydroxy carbonyl compound loses a hydroxyl group. 
B) The initially formed b-hydroxy carbonyl compound loses an oxygen atom. 
C) The initially formed b-hydroxy carbonyl compound loses a hydrogen atom. 
D) The initially formed b-hydroxy carbonyl compound loses water. 
A) The initially formed b-hydroxy carbonyl compound loses a hydroxyl group. 
B) The initially formed b-hydroxy carbonyl compound loses an oxygen atom. 
C) The initially formed b-hydroxy carbonyl compound loses a hydrogen atom. 
D) The initially formed b-hydroxy carbonyl compound loses water.

Exam 22: Carbonyl Condensation Reactions

When is a crossed Aldol reaction said to be synthetically useful?

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

What is the Aldol addition product formed from reaction of the following compound with itself?

Which of the following statements about Aldol reactions with either aldehydes or ketones is true?

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

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

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

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

What is the product of the following Claisen reaction?

Under basic conditions,the Aldol reaction is reversible,but dehydration is not.What is the reason for this difference in reactivity?

Would this crossed Aldol reaction work well? Why or why not?

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

What type of esters can undergo Claisen reactions?

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

What is the product of the following Claisen reaction?

When is a crossed Claisen reaction between two different esters synthetically useful?

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

The b-hydroxy carbonyl product of an Aldol reaction is oftentimes not the final isolated product; what is the explanation for this result?

What reaction type is an Aldol reaction?

Why is the Aldol reaction often called an Aldol condensation?

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 and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

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