Question 1

What would be the expected product of the following reaction sequence?

Accepted Answer

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

Question 2

Which would be the most acidic proton in the molecule below?

Accepted Answer

A)  Protons a 
B)  Proton b 
C)  Proton c 
D)  Protons d 
E)  Protons e 
A)  Protons a 
B)  Proton b 
C)  Proton c 
D)  Protons d 
E)  Protons e E

Question 3

What would be the expected product of the following reaction sequence?

Accepted Answer

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

Question 4

To which side,if any,would the following equilibrium lie?

Accepted Answer

A)  To the left 
B)  To the right 
C)  Equally to the left and right 
D)  Reaction cannot occur at all 
E)  Equilibrium favors a different product 
A)  To the left 
B)  To the right 
C)  Equally to the left and right 
D)  Reaction cannot occur at all 
E)  Equilibrium favors a different product

Question 5

Predict the major organic product of the following reaction.

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  The reaction does not occur. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  The reaction does not occur.

Question 6

After treatment with aqueous base + heat,followed by acidification to pH 2 followed by heating,which carbon in the molecule below would be lost as carbon dioxide?

Accepted Answer

A)  Carbon a 
B)  Carbon b 
C)  Carbon c 
D)  Carbon d 
E)  Carbon e 
A)  Carbon a 
B)  Carbon b 
C)  Carbon c 
D)  Carbon d 
E)  Carbon e

Question 7

What product would result from the following reaction sequence?

Accepted Answer

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

Question 8

What product do you expect from the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  no reaction 
A) 
  
B) 
  
C) 
  
D) 
  
E)  no reaction

Question 9

What would be the organic product of the following reaction?

Accepted Answer

A)  2 HO2CCH2CO2H 
B)  2 CH3C(=O)CH3 
C)  2 CH3CO2H 
D)  HO2CCH2C(=O)O2CCH2C(=O)O2CCH2CO2H 
E)  No reaction occurs. 
A)  2 HO2CCH2CO2H 
B)  2 CH3C(=O)CH3 
C)  2 CH3CO2H 
D)  HO2CCH2C(=O)O2CCH2C(=O)O2CCH2CO2H 
E)  No reaction occurs.

Question 10

What product do you expect from the following reaction?

Accepted Answer

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

Question 11

Which of the following would be the most acidic?

Accepted Answer

A) 
  
B)  CH3CH2CO2CH3 
C) 
  
D) 
  
E) 
  
A) 
  
B)  CH3CH2CO2CH3 
C) 
  
D) 
  
E)

Question 12

What product do you expect from the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D)  Some of these would be formed. 
E)  None of these would be formed. 
A) 
  
B) 
  
C) 
  
D)  Some of these would be formed. 
E)  None of these would be formed.

Question 13

What product do you expect from the following reaction?

Accepted Answer

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

Question 14

The Dieckmann reaction is best described by which of the following statements?

Accepted Answer

A)  Intermolecular Aldol Condensation 
B)  Intramolecular Aldol Condensation 
C)  Intermolecular Claisen Condensation 
D)  Intramolecular Claisen Condensation 
E)  Michael Addition followed by intramolecular Aldol 
A)  Intermolecular Aldol Condensation 
B)  Intramolecular Aldol Condensation 
C)  Intermolecular Claisen Condensation 
D)  Intramolecular Claisen Condensation 
E)  Michael Addition followed by intramolecular Aldol

Question 15

What product would be expected to result from the reaction sequence shown?

Accepted Answer

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

Question 16

Which of the indicated hydrogens would be the most acidic?

Accepted Answer

A)  Hydrogens a 
B)  Hydrogens b 
C)  Hydrogens c 
D)  Hydrogens d 
E)  Hydrogens e 
A)  Hydrogens a 
B)  Hydrogens b 
C)  Hydrogens c 
D)  Hydrogens d 
E)  Hydrogens e

Question 17

Predict the major product of the following reaction.

Accepted Answer

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

Question 18

Predict the products of the following reaction.

Accepted Answer

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

Question 19

Predict the major organic product of the following reaction.

Accepted Answer

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

Question 20

Which of the following reaction sequences will affect the following transformation?

Accepted Answer

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

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

What would be the expected product of the following reaction sequence?

Which would be the most acidic proton in the molecule below?

What would be the expected product of the following reaction sequence?

To which side,if any,would the following equilibrium lie?

Predict the major organic product of the following reaction.

After treatment with aqueous base + heat,followed by acidification to pH 2 followed by heating,which carbon in the molecule below would be lost as carbon dioxide?

What product would result from the following reaction sequence?

What product do you expect from the following reaction?

What would be the organic product of the following reaction?

What product do you expect from the following reaction?

Which of the following would be the most acidic?

What product do you expect from the following reaction?

What product do you expect from the following reaction?

The Dieckmann reaction is best described by which of the following statements?

What product would be expected to result from the reaction sequence shown?

Which of the indicated hydrogens would be the most acidic?

Predict the major product of the following reaction.

Predict the products of the following reaction.

Predict the major organic product of the following reaction.

Which of the following reaction sequences will affect the following transformation?

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

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