Question 1

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 2

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 3

What is the IUPAC name for the following compound?

Accepted Answer

A) (E,R)-4-chloro-3-penten-2-amine 
B) (E,S)-4-chloro-3-penten-2-amine 
C) (Z,R)-4-chloro-3-penten-2-amine 
D) (Z,S)-4-chloro-3-penten-2-amine 
A) (E,R)-4-chloro-3-penten-2-amine 
B) (E,S)-4-chloro-3-penten-2-amine 
C) (Z,R)-4-chloro-3-penten-2-amine 
D) (Z,S)-4-chloro-3-penten-2-amine

Question 4

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 5

What is the IUPAC name of the following compound?

Accepted Answer

A) 1-methyl-N-propyl-1-propanamine 
B) 4-methyl-4-heptanamine 
C) 2-propyl-3-hexanamine 
D) N-propyl-2-pentanamine 
A) 1-methyl-N-propyl-1-propanamine 
B) 4-methyl-4-heptanamine 
C) 2-propyl-3-hexanamine 
D) N-propyl-2-pentanamine

Question 6

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 7

What is the IUPAC name of the following compound?

Accepted Answer

A) N-ethyl-N-methylcyclopentanamine 
B) N-cyclopentyl-N-methylethanamine 
C) N-methyl-N-ethylcyclopentylamine 
D) N-ethyl-N-methylpentanamine 
A) N-ethyl-N-methylcyclopentanamine 
B) N-cyclopentyl-N-methylethanamine 
C) N-methyl-N-ethylcyclopentylamine 
D) N-ethyl-N-methylpentanamine

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

Why are 1°,2°,and 3° alkylamines more basic than ammonia (NH3)?

Accepted Answer

A) Because of the electron-withdrawing inductive effect of the alkyl groups 
B) Because of the steric hindrance of the alkyl groups 
C) Because of the resonance delocalization of the alkyl groups 
D) Because of electron-donating inductive effect of the alkyl groups 
A) Because of the electron-withdrawing inductive effect of the alkyl groups 
B) Because of the steric hindrance of the alkyl groups 
C) Because of the resonance delocalization of the alkyl groups 
D) Because of electron-donating inductive effect of the alkyl groups

Question 10

What is the approximate bond angle of the substituents around a nitrogen atom in amines?

Accepted Answer

A) 90° 
B) 109.5° 
C) 120° 
D) 180° 
A) 90° 
B) 109.5° 
C) 120° 
D) 180°

Question 11

Arrange the following amines in order of decreasing water solubility,putting the most soluble amine first.

Accepted Answer

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

Question 12

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 13

What is the IUPAC name for the following compound?

Accepted Answer

A) (E,R)-4-chloro-3-penten-2-amine 
B) (E,S)-4-chloro-3-penten-2-amine 
C) (Z,R)-4-chloro-3-penten-2-amine 
D) (Z,S)-4-chloro-3-penten-2-amine 
A) (E,R)-4-chloro-3-penten-2-amine 
B) (E,S)-4-chloro-3-penten-2-amine 
C) (Z,R)-4-chloro-3-penten-2-amine 
D) (Z,S)-4-chloro-3-penten-2-amine

Question 14

What is the IUPAC name of the following compound?

Accepted Answer

A) (S)-methyl-4-hexanamine 
B) (S)-5-methyl-3-hexanamine 
C) (R)-2-methyl-4-hexanamine 
D) (R)-5-methyl-3-hexanamine 
A) (S)-methyl-4-hexanamine 
B) (S)-5-methyl-3-hexanamine 
C) (R)-2-methyl-4-hexanamine 
D) (R)-5-methyl-3-hexanamine

Question 15

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

Question 16

Why is the N-H bond of an imide especially acidic?

Accepted Answer

A) The conjugate base is stabilized by electron-donating inductive effect. 
B) The conjugate base is stabilized by resonance. 
C) The conjugate acid is stabilized by resonance. 
D) The conjugate base is stabilized by intramolecular hydrogen bonding. 
A) The conjugate base is stabilized by electron-donating inductive effect. 
B) The conjugate base is stabilized by resonance. 
C) The conjugate acid is stabilized by resonance. 
D) The conjugate base is stabilized by intramolecular hydrogen bonding.

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

Consider the following multistep synthesis.   What is the structure of intermediate C?

Accepted Answer

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

Question 19

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 20

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

Exam 23: Amines

Predict the major product of the following reaction.

What is the common name of the following compound?

What is the IUPAC name for the following compound?

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

What is the IUPAC name of the following compound?

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

What is the IUPAC name of the following compound?

Predict the major product of the following reaction.

Why are 1°,2°,and 3° alkylamines more basic than ammonia (NH3)?

What is the approximate bond angle of the substituents around a nitrogen atom in amines?

Arrange the following amines in order of decreasing water solubility,putting the most soluble amine first.

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

What is the IUPAC name for the following compound?

What is the IUPAC name of the following compound?

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

Why is the N-H bond of an imide especially acidic?

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

Consider the following multistep synthesis. What is the structure of intermediate C?

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

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

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 Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation,resonance,and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

Filters

Why are 1°,2°,and 3° alkylamines more basic than ammonia (NH₃)?