Question 1

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 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

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 4

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

Accepted Answer

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

Question 5

What is the major product of the following reaction?

Accepted Answer

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

Question 6

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

Accepted Answer

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

Question 7

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 8

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 9

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

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

Which is the unsaturated carbonyl compound formed in 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 12

What is the major product of the following reaction?

Accepted Answer

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

Question 13

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

Accepted Answer

A) the Aldol reaction involves substitution while the Claisen reaction involves addition. 
B) the Aldol reaction is acid catalyzed while the Claisen reaction is base-catalyzed. 
C) the Aldol reaction is base catalyzed while the Claisen reaction requires a full equivalent of base. 
D) the Aldol reaction is base catalyzed while the Claisen reaction is acid-catalyzed. 
A) the Aldol reaction involves substitution while the Claisen reaction involves addition. 
B) the Aldol reaction is acid catalyzed while the Claisen reaction is base-catalyzed. 
C) the Aldol reaction is base catalyzed while the Claisen reaction requires a full equivalent of base. 
D) the Aldol reaction is base catalyzed while the Claisen reaction is acid-catalyzed.

Question 14

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 15

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

Accepted Answer

A) Enolate formation,elimination,nucleophilic addition 
B) Enolate formation,nucleophilic addition,elimination 
C) Elimination,enolate formation,nucleophilic addition 
D) Nucleophilic addition,enolate formation,elimination 
A) Enolate formation,elimination,nucleophilic addition 
B) Enolate formation,nucleophilic addition,elimination 
C) Elimination,enolate formation,nucleophilic addition 
D) Nucleophilic addition,enolate formation,elimination

Question 16

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

Accepted Answer

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

Question 17

What is the major product of the following reaction?

Accepted Answer

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

Question 18

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 19

What is the cyclic product 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 20

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

Accepted Answer

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

Exam 22: Carbonyl Condensation Reactions

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

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

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

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

What is the major product of the following reaction?

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

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

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

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

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

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

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

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?

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

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

What is the major product of the following reaction?

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

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

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

Filters

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

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

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?