Question 1

Which of the following amines are classified as secondary (2°) amines?

Accepted Answer

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

Question 2

Although an amine nitrogen atom containing an electron pair and bonded to three different groups is technically a stereogenic center, the chirality of the amine nitrogen is often ignored. Why is that?

Accepted Answer

A)  Because four bonds are needed to define a stereogenic center. 
B)  Because chirality only exists with the tetrahedral carbon atoms. 
C)  Because there is usually slow interconversion between the two isomeric forms at room temperature. 
D)  Because there is usually rapid interconversion between the two isomeric forms at room temperature. 
A)  Because four bonds are needed to define a stereogenic center. 
B)  Because chirality only exists with the tetrahedral carbon atoms. 
C)  Because there is usually slow interconversion between the two isomeric forms at room temperature. 
D)  Because there is usually rapid interconversion between the two isomeric forms at room temperature. D

Question 3

Arrange the following compounds in order of increasing boiling point, putting the compound with the least boiling point first.

Accepted Answer

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

Question 4

What is the common name of the following compound?

Accepted Answer

A)  isopropylamine 
B)  sec-butylamine 
C)  2-methyl-1-propanamine 
D)  isobutylamine 
A)  isopropylamine 
B)  sec-butylamine 
C)  2-methyl-1-propanamine 
D)  isobutylamine

Question 5

What is the major organic product obtained in 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 IUPAC name of the following compound?

Accepted Answer

A)  (Z)-4-hexen-1-amine 
B)  (
E) -4-hexen-1-amine 
C)  (
E) -2-hexen-6-amine 
D)  (Z)-2-hexen-6-amine 
A)  (Z)-4-hexen-1-amine 
B)  (
E) -4-hexen-1-amine 
C)  (
E) -2-hexen-6-amine 
D)  (Z)-2-hexen-6-amine

Question 7

Rank the following compounds in order of increasing basicity, putting the least basic first. $$\begin{array} { c c c c } 
\mathrm { CH } _ { 3 } \mathrm { CONH } _ { 2 } & \mathrm { NH } _ { 3 } & \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 } & \left( \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \right) _ { 2 } \mathrm { NH } \
\text { I } & \text { II } & \text { III } & \text { IV }
\end{array}$$

Accepted Answer

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

Question 8

Predict 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 9

What is the correct assignment of the names of the following aromatic amines?

Accepted Answer

A)  I = pyrrolidine; II = pyrimidine; III = aniline. 
B)  I = pyrrole; II = pyrimidine; III = anisole. 
C)  I = pyrrolidine; II = pyridine; III =aniline. 
D)  I = pyrrole; II = pyridine; III = aniline. 
A)  I = pyrrolidine; II = pyrimidine; III = aniline. 
B)  I = pyrrole; II = pyrimidine; III = anisole. 
C)  I = pyrrolidine; II = pyridine; III =aniline. 
D)  I = pyrrole; II = pyridine; III = aniline.

Question 10

Predict the major organic product of the following reaction.

Accepted Answer

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

Question 11

Which of the following amines are classified as tertiary (3°) amines?

Accepted Answer

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

Question 12

Rank the following compounds in increasing order of basicity, putting the least basic first.

Accepted Answer

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

Question 13

What is the name given to naturally occurring amines derived from plant sources?

Accepted Answer

A)  Enamines 
B)  Imines 
C)  Alkaloids 
D)  Alkamines 
A)  Enamines 
B)  Imines 
C)  Alkaloids 
D)  Alkamines

Question 14

What is the major organic product obtained in the following reaction?

Accepted Answer

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

Question 15

What is a typical characteristic absorption in the IR spectrum of a primary amine?

Accepted Answer

A)  Two N-H absorptions at 2500-2600 cm-1 
B)  One N-H absorption at 2500-2600 cm-1 
C)  Two N-H absorptions at 3300-3500 cm-1 
D)  One N-H absorption at 3300-3500 cm-1 
A)  Two N-H absorptions at 2500-2600 cm-1 
B)  One N-H absorption at 2500-2600 cm-1 
C)  Two N-H absorptions at 3300-3500 cm-1 
D)  One N-H absorption at 3300-3500 cm-1

Question 16

Select the reagent(s) required for the following transformation.

Accepted Answer

A)  NaF 
B)  (1) NaNO2, HCl; (2) F2 
C)  (1) NaNO2, HCl; (2) HBF4 
D)  F2 
A)  NaF 
B)  (1) NaNO2, HCl; (2) F2 
C)  (1) NaNO2, HCl; (2) HBF4 
D)  F2

Question 17

What starting materials are required to synthesize the following azo compound?

Accepted Answer

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

Question 18

Predict 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 19

The mass spectrum of an amine shows a parent peak with an odd mass for the molecular ion. What does this tell you about the amine?

Accepted Answer

A)  The amine is a primary amine. 
B)  The amine is a secondary amine. 
C)  The amine contains an even number of N atoms. 
D)  The amine contains an odd number of N atoms. 
A)  The amine is a primary amine. 
B)  The amine is a secondary amine. 
C)  The amine contains an even number of N atoms. 
D)  The amine contains an odd number of N atoms.

Question 20

Which of the following amines are classified as primary (1°) amines?

Accepted Answer

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

Exam 25: Amines

Which of the following amines are classified as secondary (2°) amines?

Although an amine nitrogen atom containing an electron pair and bonded to three different groups is technically a stereogenic center, the chirality of the amine nitrogen is often ignored. Why is that?

Arrange the following compounds in order of increasing boiling point, putting the compound with the least boiling point first.

What is the common name of the following compound?

What is the major organic product obtained in the following reaction?

What is the IUPAC name of the following compound?

Rank the following compounds in order of increasing basicity, putting the least basic first. I II III IV

Predict the major product of the following reaction.

What is the correct assignment of the names of the following aromatic amines?

Predict the major organic product of the following reaction.

Which of the following amines are classified as tertiary (3°) amines?

Rank the following compounds in increasing order of basicity, putting the least basic first.

What is the name given to naturally occurring amines derived from plant sources?

What is the major organic product obtained in the following reaction?

What is a typical characteristic absorption in the IR spectrum of a primary amine?

Select the reagent(s) required for the following transformation.

What starting materials are required to synthesize the following azo compound?

Predict the major product of the following reaction.

The mass spectrum of an amine shows a parent peak with an odd mass for the molecular ion. What does this tell you about the amine?

Which of the following amines are classified as primary (1°) amines?

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 Epoxides

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Oxidation and Reduction

Mass Spectrometry and Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Radical Reactions

Conjugation, Resonance, and Dienes

Benzene and Aromatic Compounds

Electrophilic Aromatic Substitution

Carboxylic Acids and the Acidity of the O-H Bond

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones Nucleophilic Addition

Carboxylic Acids and Derivatives

Substitution Reactions of Carbonyl Compounds at the Alpha-Carbon

Carbonyl Condensation Reactions

Carbon-Carbon Bond Forming Reactions in Organic Synthesis

Pericyclic Reactions

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