Question 1

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 B

Question 2

What is the common name of the following compound?

Accepted Answer

A) dimethylisobutylamine 
B) butyldimethylamine 
C) N,N-dimethylbutanamine 
D) sec-butyldimethylamine 
A) dimethylisobutylamine 
B) butyldimethylamine 
C) N,N-dimethylbutanamine 
D) sec-butyldimethylamine D

Question 3

What is the common name of the following compound?

Accepted Answer

A) diisopropylamine 
B) dipropylamine 
C) diisopropanamine 
D) dibutylamine 
A) diisopropylamine 
B) dipropylamine 
C) diisopropanamine 
D) dibutylamine A

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

A) N-ethyl-N-methylpentylamine 
B) N-ethyl-N-methyl-1-pentanamine 
C) N-methyl-3-octanamine 
D) N-ethyl-2-heptanamine 
A) N-ethyl-N-methylpentylamine 
B) N-ethyl-N-methyl-1-pentanamine 
C) N-methyl-3-octanamine 
D) N-ethyl-2-heptanamine

Question 5

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

Question 6

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 7

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 8

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 9

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 10

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 11

In the preparation of primary amines,how can direct nucleophilic substitution between NH3 and alkyl halide be made more practical than reacting NH3 and the alkyl halide in a 1:1 ratio?

Accepted Answer

A) Use a large excess of NH3. 
B) Use a large excess of alkyl halide. 
C) Use a limited amount of NH3. 
D) Make the alkyl halide sterically hindered. 
A) Use a large excess of NH3. 
B) Use a large excess of alkyl halide. 
C) Use a limited amount of NH3. 
D) Make the alkyl halide sterically hindered.

Question 12

Why are alkylamines more basic than arylamines?

Accepted Answer

A) The lone pair electrons are localized in alkylamines and delocalized in arylamines. 
B) The lone pair electrons are delocalized in alkylamines and localized in arylamines. 
C) The lone pair electrons are less readily available in alkylamines. 
D) The lone pair electrons are more readily available in arylamines. 
A) The lone pair electrons are localized in alkylamines and delocalized in arylamines. 
B) The lone pair electrons are delocalized in alkylamines and localized in arylamines. 
C) The lone pair electrons are less readily available in alkylamines. 
D) The lone pair electrons are more readily available in arylamines.

Question 13

What is the common name of the following compound?

Accepted Answer

A) isopropylamine 
B) sec-butylamine 
C) isobutylamine 
D) tert-butylamine 
A) isopropylamine 
B) sec-butylamine 
C) isobutylamine 
D) tert-butylamine

Question 14

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

Accepted Answer

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

Question 15

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

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 16

What is the IUPAC name of the following compound?

Accepted Answer

A) 3-methyl-1-hexanamine 
B) 4-methyl-1-hexylamine 
C) 4-methyl-1-hexanamine 
D) 3-methyl-6-hexylamine 
A) 3-methyl-1-hexanamine 
B) 4-methyl-1-hexylamine 
C) 4-methyl-1-hexanamine 
D) 3-methyl-6-hexylamine

Question 17

What is the common name of the following compound?

Accepted Answer

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

Question 18

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

Accepted Answer

A) (1)NaNO2,HCl; (2)H2 
B) (1)NaNO2,HCl; (2)H2O 
C) (1)NaNO2,HCl; (2)H3PO4 
D) (1)NaNO2,HCl; (2)H3PO2 
A) (1)NaNO2,HCl; (2)H2 
B) (1)NaNO2,HCl; (2)H2O 
C) (1)NaNO2,HCl; (2)H3PO4 
D) (1)NaNO2,HCl; (2)H3PO2

Question 19

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 20

Why is pyrrole much less basic than pyridine?

Accepted Answer

A) The lone pair of electrons in pyrrole is located on an sp2 orbital. 
B) The lone pair of electrons in pyrrole is part of the aromatic p system. 
C) The lone pair of electrons in pyrrole is not part of the aromatic p system. 
D) The pKa of the conjugate acid of pyrrole is much greater than the conjugate acid of pyridine. 
A) The lone pair of electrons in pyrrole is located on an sp2 orbital. 
B) The lone pair of electrons in pyrrole is part of the aromatic p system. 
C) The lone pair of electrons in pyrrole is not part of the aromatic p system. 
D) The pKa of the conjugate acid of pyrrole is much greater than the conjugate acid of pyridine.

Exam 23: Amines

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

What is the common name of the following compound?

What is the common name of the following compound?

What is the IUPAC name of the following compound?

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

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?

Predict the major organic product of the following reaction.

Predict the major organic product of the following reaction.

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

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

In the preparation of primary amines,how can direct nucleophilic substitution between NH3 and alkyl halide be made more practical than reacting NH3 and the alkyl halide in a 1:1 ratio?

Why are alkylamines more basic than arylamines?

What is the common name of the following compound?

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

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

What is the IUPAC name of the following compound?

What is the common name of the following compound?

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

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

Why is pyrrole much less basic than pyridine?

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

In the preparation of primary amines,how can direct nucleophilic substitution between NH₃ and alkyl halide be made more practical than reacting NH₃ and the alkyl halide in a 1:1 ratio?