Question 1

What compound is likely to be obtained via the following reaction sequence?

Accepted Answer

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

Question 2

Which of the following reactions would yield benzylamine?

Accepted Answer

A) 
  
B)    
C) 
  
D) All of these choices. 
E) Two of these choices. 
A) 
  
B)    
C) 
  
D) All of these choices. 
E) Two of these choices.

Question 3

What would be the product of the following reaction sequence?

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 would be the reactant in the following reaction sequence?

Accepted Answer

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

Question 5

The correct structure of (S)-bicyclo[2.2.1]heptan-2-amine is?

Accepted Answer

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

Question 6

Which of the following reactions would yield C6H5CH2NH2?

Accepted Answer

A) 
  
B)    
C) 
  
D) All of these choices. 
E) Two of these choices. 
A) 
  
B)    
C) 
  
D) All of these choices. 
E) Two of these choices.

Question 7

What compound is likely to be obtained via the following reaction sequence?

Accepted Answer

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

Question 8

Which of the following bases has a conjugate acid with the smallest pKa?

Accepted Answer

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

Question 9

Identify the best method(s)to prepare N-methylphenylmethanamine.

Accepted Answer

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

Question 10

Identify the best method(s)to prepare   .

Accepted Answer

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

Question 11

The correct structure of bicyclo[1.1.0]butan-2-amine is?

Accepted Answer

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

Question 12

What is the basis for the successful resolution of racemic C6H5CHOHCO2H through use of the chiral amine,C6H5CH(NH2)CH3?

Accepted Answer

A) One enantiomer is more soluble than the other. 
B) The racemic mixture is converted into a single isomer in the basic solvent. 
C) The diastereomeric salts formed have different solubilities. 
D) The diastereomeric salts have different boiling points. 
E) The diastereomeric salts have different melting points. 
A) One enantiomer is more soluble than the other. 
B) The racemic mixture is converted into a single isomer in the basic solvent. 
C) The diastereomeric salts formed have different solubilities. 
D) The diastereomeric salts have different boiling points. 
E) The diastereomeric salts have different melting points.

Question 13

Which of these could be resolved into separate enantiomers?

Accepted Answer

A) 4-Methyl-1-pentanamine 
B) 4-Methyl-2-pentanamine 
C) N-Methyl-1-butanamine 
D) N,N-Dimethyl-1-propanamine 
E) N-Butyltrimethylammonium bromide 
A) 4-Methyl-1-pentanamine 
B) 4-Methyl-2-pentanamine 
C) N-Methyl-1-butanamine 
D) N,N-Dimethyl-1-propanamine 
E) N-Butyltrimethylammonium bromide

Question 14

Which of the following might be used to synthesize m-bromoaniline?

Accepted Answer

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

Question 15

Which of these alkyl halides cannot be used effectively in a Gabriel amine synthesis?

Accepted Answer

A) 1-bromopentane 
B) 1-bromo-3-methylbutane 
C) 2-bromo-3-methylpentane 
D) 1-bromo-2,3-dimethylbutane 
E) 2-bromo-2,3-dimethylbutane 
A) 1-bromopentane 
B) 1-bromo-3-methylbutane 
C) 2-bromo-3-methylpentane 
D) 1-bromo-2,3-dimethylbutane 
E) 2-bromo-2,3-dimethylbutane

Question 16

What would be the 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 17

Which product could not be 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 18

What is the final product of the reaction sequence:

Accepted Answer

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

Question 19

Compound W has the molecular formula C11H17N.Treatment of W with benzenesulfonyl chloride in base gives no reaction.Acidification of the resulting mixture gives a clear solution.The 1H NMR spectrum of W consists of: triplet,$\delta$ 1.0
Quartet,$\delta$  2.5
Singlet,$\delta$  3.6 (2H)
Multiplet,$\delta$  7.3 (5H)
The most likely structure for W is:

Accepted Answer

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

Question 20

What would be the product of the following reaction sequence?

Accepted Answer

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

Exam 20: Amines

What compound is likely to be obtained via the following reaction sequence?

Which of the following reactions would yield benzylamine?

What would be the product of the following reaction sequence?

What would be the reactant in the following reaction sequence?

The correct structure of (S)-bicyclo[2.2.1]heptan-2-amine is?

Which of the following reactions would yield C6H5CH2NH2?

What compound is likely to be obtained via the following reaction sequence?

Which of the following bases has a conjugate acid with the smallest pKa?

Identify the best method(s)to prepare N-methylphenylmethanamine.

Identify the best method(s)to prepare .

The correct structure of bicyclo[1.1.0]butan-2-amine is?

What is the basis for the successful resolution of racemic C6H5CHOHCO2H through use of the chiral amine,C6H5CH(NH2)CH3?

Which of these could be resolved into separate enantiomers?

Which of the following might be used to synthesize m-bromoaniline?

Which of these alkyl halides cannot be used effectively in a Gabriel amine synthesis?

What would be the product of the following reaction?

Which product could not be formed during the following reaction?

What is the final product of the reaction sequence:

What would be the product of the following reaction sequence?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Which of the following reactions would yield C₆H₅CH₂NH₂?

Which of the following bases has a conjugate acid with the smallest pK_a?

What is the basis for the successful resolution of racemic C₆H₅CHOHCO₂H through use of the chiral amine,C₆H₅CH(NH₂)CH₃?