Question 1

What missing reactant would be required to provide the product shown?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of these would work. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of these would work.

Question 2

Which of the following processes involves loss of one carbon as carbon dioxide?

Accepted Answer

A)  Claisen condensation 
B)  Michael addition 
C)  Malonic ester synthesis 
D)  None involve loss of CO2. 
E)  All involve loss of CO2. 
A)  Claisen condensation 
B)  Michael addition 
C)  Malonic ester synthesis 
D)  None involve loss of CO2. 
E)  All involve loss of CO2.

Question 3

What factors contribute to the stability of the following structure?

Accepted Answer

A)  structure has a 6F1F1F1S1F1F1F10 electron aromatic system 
B)  stabilized by conjugation between C=C and C=O 
C)  C=C is generally more stable than C=O 
D)  structure has intramolecular hydrogen bonding 
E)  More than one of the above are true. 
A)  structure has a 6F1F1F1S1F1F1F10 electron aromatic system 
B)  stabilized by conjugation between C=C and C=O 
C)  C=C is generally more stable than C=O 
D)  structure has intramolecular hydrogen bonding 
E)  More than one of the above are true.

Question 4

Which of the following compounds will not readily undergo decarboxylation (loss of CO2)upon heating in an appropriate solvent?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 5

Predict the major product of the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  No significant reaction occurs. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  No significant reaction occurs.

Question 6

Predict the major product of the following reaction.

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 7

What problem is encountered in the synthesis of ethyl acetoacetate (shown below)if sodium methoxide is used rather than sodium ethoxide?

Accepted Answer

A)  Sodium methoxide is too weak a base to cause this reaction to occur. 
B)  The condensation proceeds further to give tri-carbonyl products. 
C)  The reaction would produce some of both the methyl ester and the ethyl ester. 
D)  Sodium methoxide is too insoluble in methanol to promote the reaction. 
E)  Sodium methoxide is not basic enough to drive the reaction to completion. 
A)  Sodium methoxide is too weak a base to cause this reaction to occur. 
B)  The condensation proceeds further to give tri-carbonyl products. 
C)  The reaction would produce some of both the methyl ester and the ethyl ester. 
D)  Sodium methoxide is too insoluble in methanol to promote the reaction. 
E)  Sodium methoxide is not basic enough to drive the reaction to completion.

Question 8

What would result from the reaction shown below?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 9

Why is the following reaction typically done?

Accepted Answer

A)  To protect the aldehyde against oxidation 
B)  To render the molecule inert to organometallic reagents 
C)  To make the aldehyde CH more acidic 
D)  To render the molecule more fragrant 
E)  To protect the aldehyde against reduction 
A)  To protect the aldehyde against oxidation 
B)  To render the molecule inert to organometallic reagents 
C)  To make the aldehyde CH more acidic 
D)  To render the molecule more fragrant 
E)  To protect the aldehyde against reduction

What missing reactant would be required to provide the product shown?

Which of the following processes involves loss of one carbon as carbon dioxide?

What factors contribute to the stability of the following structure?

Which of the following compounds will not readily undergo decarboxylation (loss of CO₂)upon heating in an appropriate solvent?

Predict the major product of the following reaction?

Predict the major product of the following reaction.

What problem is encountered in the synthesis of ethyl acetoacetate (shown below)if sodium methoxide is used rather than sodium ethoxide?

What would result from the reaction shown below?

Why is the following reaction typically done?

Structure and Bonding in Organic Molecules

Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Reactions of Alkanes: Bond-Dissociation Energies,radical Halogenation,and Relative Reactivity

Cycloalkanes

Stereoisomers

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination

Hydroxy of Functional Group: Alcohols: Properties,preparation,and Strategy of Synthesis

Further Reactions of Alcohols and the Chemistry of Ethers

Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure

Alkenes: Infrared Spectroscopy and Mass Spectrometry

Reactions to Alkenes

Alkynes: the Carbon

Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy Interlude

Benzene and Aromaticity: Electrophilic Aromatic Substitution

Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity

Aldehydes and Ketones: the Carbonyl Group

Enols,enolates,and the Aldol Condensation: A,b-Unsaturated Aldehydes and Ketones

Carboxylic Acids

Carboxylic Acid Derivatives

Amines and Their Derivatives: Functional Groups Containing Nitrogen

Chemistry of the Benzene Substituents: Alkylbenzenes,phenols,and Benzenamines

Carbohydrates: Polyfunctional Compounds in Nature

Heterocycles: Heteroatoms in Cyclic Organic Compounds

Amino Acids,peptides,proteins,and Nucleic Acids: Nitrogen-Containing Polymers in Nature

Filters

Exam 23: Ester Enolates and the Claisen Condensation: Synthesis of B-Dicarbonyl Compounds; Acyl Anion Equivalents

What missing reactant would be required to provide the product shown?

Which of the following processes involves loss of one carbon as carbon dioxide?

What factors contribute to the stability of the following structure?

Which of the following compounds will not readily undergo decarboxylation (loss of CO2)upon heating in an appropriate solvent?

Predict the major product of the following reaction?

Predict the major product of the following reaction.

What problem is encountered in the synthesis of ethyl acetoacetate (shown below)if sodium methoxide is used rather than sodium ethoxide?

What would result from the reaction shown below?

Why is the following reaction typically done?

Structure and Bonding in Organic Molecules

Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Reactions of Alkanes: Bond-Dissociation Energies,radical Halogenation,and Relative Reactivity

Cycloalkanes

Stereoisomers

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination

Hydroxy of Functional Group: Alcohols: Properties,preparation,and Strategy of Synthesis

Further Reactions of Alcohols and the Chemistry of Ethers

Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure

Alkenes: Infrared Spectroscopy and Mass Spectrometry

Reactions to Alkenes

Alkynes: the Carbon

Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy Interlude

Benzene and Aromaticity: Electrophilic Aromatic Substitution

Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity

Aldehydes and Ketones: the Carbonyl Group

Enols,enolates,and the Aldol Condensation: A,b-Unsaturated Aldehydes and Ketones

Carboxylic Acids

Carboxylic Acid Derivatives

Amines and Their Derivatives: Functional Groups Containing Nitrogen

Chemistry of the Benzene Substituents: Alkylbenzenes,phenols,and Benzenamines

Carbohydrates: Polyfunctional Compounds in Nature

Heterocycles: Heteroatoms in Cyclic Organic Compounds

Amino Acids,peptides,proteins,and Nucleic Acids: Nitrogen-Containing Polymers in Nature

Filters

Which of the following compounds will not readily undergo decarboxylation (loss of CO₂)upon heating in an appropriate solvent?