Question 1

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

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and D)
F) B) and C) B

Question 2

What reaction type is an Aldol reaction?

Accepted Answer

A)  Nucleophilic substitution
B)  Electrophilic substitution
C)  Electrophilic addition
D)  Nucleophilic additionE) All of the above
F) None of the above

Question 3

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 acceptorE) B) and C)
F) None of the above

Question 4

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.E) C) and D)
F) A) and C)

Question 5

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 hydrogensE) None of the above
F) A) and C) C

Question 6

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 atomsE) All of the above
F) C) and D)

Question 7

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.E) C) and D)
F) B) and C)

Question 8

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

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) None of the above
F) C) and D)

Question 9

What is the product of the following Claisen reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and D)
F) A) and B)

Question 10

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.E) A) and C)
F) A) and B)

Question 11

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.E) B) and C)
F) A) and D)

Question 12

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.E) B) and C)
F) A) and D)

Question 13

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-carbonE) B) and D)
F) All of the above

Question 14

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

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and C)
F) None of the above

Question 15

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 condensationE) B) and D)
F) B) and C) D

Question 16

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.E) B) and D)
F) B) and C)

Question 17

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)  IVE) All of the above
F) A) and B)

Question 18

What is the product of the following Claisen reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) All of the above

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 compoundE) A) and C)
F) All of the above

Question 20

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

Accepted Answer

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

Exam 22: Carbonyl Condensation Reactions

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

Correct AnswerverifiedB

What reaction type is an Aldol reaction?

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

Correct AnswerverifiedShow Answer

What type of esters can undergo Claisen reactions?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedC

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the product of the following Claisen reaction?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Why is the Aldol reaction often called an Aldol condensation?

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedD

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

Correct AnswerverifiedShow Answer

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

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What is the product of the following Claisen reaction?

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

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

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B

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C

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D

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