Question 1

The aldol reaction of cyclohexanone produces which of these self-condensation products?

Accepted Answer

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

Question 2

What starting compound(s)would you use in an aldol reaction to prepare as the major product:

Accepted Answer

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

Question 3

What is the product of the Dieckmann condensation of this diester,

Accepted Answer

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

Question 4

What is the product of the Dieckmann condensation of this diester,

Accepted Answer

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

Question 5

Which of these is not among the reaction products when a crossed aldol addition occurs between ethanal and butanal?

Accepted Answer

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

Question 6

What is the product of the following reaction?

Accepted Answer

The answer of What is the product of the following...

Question 7

The product of the following reaction is:

Accepted Answer

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

Question 8

What product is formed during the following reaction?

Accepted Answer

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

Question 9

What compound results from the aldol cyclization of

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  Both III and IV 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  Both III and IV

Question 10

What is the product of the Dieckmann-like condensation of this ketoester,

Accepted Answer

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

Question 11

What is the major product of the following reaction?

Accepted Answer

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

Question 12

The reaction of diethyl heptanedioate with sodium ethoxide would give as the product:

Accepted Answer

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

Question 13

Which reagents would you use to prepare the following substance from ethyl acetoacetate?

Accepted Answer

A)  (i)NaH/DMSO;(ii)PhCOCl;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat 
B)  (i)NaOEt/EtOH;(ii)PhCOCH2Br;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat 
C)  i)heat;ii)NaOEt/EtOH;iii)PhCOCH2Br 
D)  (i)NaOEt/EtOH;(ii)PhCl 
E)  (i)NaOEt/EtOH;(ii)PhCOCl;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat 
A)  (i)NaH/DMSO;(ii)PhCOCl;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat 
B)  (i)NaOEt/EtOH;(ii)PhCOCH2Br;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat 
C)  i)heat;ii)NaOEt/EtOH;iii)PhCOCH2Br 
D)  (i)NaOEt/EtOH;(ii)PhCl 
E)  (i)NaOEt/EtOH;(ii)PhCOCl;(iii)OH - /H2O,heat;(iv)H3O+;(v)heat

Question 14

What is the product of the Dieckmann condensation of this diester,

Accepted Answer

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

Question 15

Which of these compounds cannot self-condense in the presence of dilute aqueous alkali?

Accepted Answer

A)  3-(4-Nitrophenyl)propanal 
B)  2-Methyl-3-pentanone 
C)  2-(4-Nitrophenyl)propanal 
D)  3-(4-Nitrophenyl)-2-butanone 
E)  All of the above compounds can self-condense. 
A)  3-(4-Nitrophenyl)propanal 
B)  2-Methyl-3-pentanone 
C)  2-(4-Nitrophenyl)propanal 
D)  3-(4-Nitrophenyl)-2-butanone 
E)  All of the above compounds can self-condense.

Question 16

Predict the product from the following sequence:

Accepted Answer

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

Question 17

What would be the major product of the following reaction?

Accepted Answer

A)  CH3CH2CH2OH + CH3CH2COO- 
B) 
  
C) 
  
D) 
  
E) 
  
A)  CH3CH2CH2OH + CH3CH2COO- 
B) 
  
C) 
  
D) 
  
E)

Question 18

What would be the product,C,of the following reaction sequence?

Accepted Answer

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

Question 19

Predict the major product from the following reaction:

Accepted Answer

The answer of Predict the major product from the following...

Question 20

What would be the product,C,of the following reaction sequence?

Accepted Answer

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

Exam 19: Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

The aldol reaction of cyclohexanone produces which of these self-condensation products?

What starting compound(s)would you use in an aldol reaction to prepare as the major product:

What is the product of the Dieckmann condensation of this diester,

What is the product of the Dieckmann condensation of this diester,

Which of these is not among the reaction products when a crossed aldol addition occurs between ethanal and butanal?

What is the product of the following reaction?

The product of the following reaction is:

What product is formed during the following reaction?

What compound results from the aldol cyclization of

What is the product of the Dieckmann-like condensation of this ketoester,

What is the major product of the following reaction?

The reaction of diethyl heptanedioate with sodium ethoxide would give as the product:

Which reagents would you use to prepare the following substance from ethyl acetoacetate?

What is the product of the Dieckmann condensation of this diester,

Which of these compounds cannot self-condense in the presence of dilute aqueous alkali?

Predict the product from the following sequence:

What would be the major product of the following reaction?

What would be the product,C,of the following reaction sequence?

Predict the major product from the following reaction:

What would be the product,C,of the following reaction sequence?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

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