Deck 20: More About Amines Heterocylic Compounds

Question 1

What is the systematic name for the following compound?

A)aziridine
B)oxetane
C)oxirane
D)azetidine
E)thiirane

Answer 1

oxirane

Question 2

What is the systematic name of the following compound?

A)1-azabicyclo[2.2.2]heptane
B)2-azatricyclo[2.2.2]heptane
C)2-azabicyclo[2.2.2]octane
D)2-azabicyclo[2.2.2]heptane
E)2-azabicyclo[2.2.0]octane

Answer 2

2-azabicyclo[2.2.2]octane

Question 3

What results when cis-2-butene is subjected to the following reaction sequence: (1) Cl₂, H₂O, (2) NaOH, (3) H₃O⁺?

A)a meso epoxide
B)a 1:1 mixture of enantiomeric epoxides
C)a meso diol
D)a 1:1 mixture of enantiomeric diols
E)2-butanol

Answer 3

a 1:1 mixture of enantiomeric diols

Question 4

What is the product of the following reaction?

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

Question 5

What is the major product of the following reaction?

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

Question 6

Which of the following is the structure of 1,4-dioxane?

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

Question 7

Provide a structural representation of oxetane.

Question 8

Provide the major organic product in the reaction below.

Question 9

What is the major product of the following reaction?

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

Question 10

What is the major product of the following reaction?

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

Question 11

What is the systematic name for the following compound?

A)aziridine
B)oxetane
C)oxirane
D)azetidine
E)thiirane

Question 12

What is the major product of the following reaction?

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

Question 13

The major organic product in the following reaction ________.

A)is an N-acyl pyrrolidine
B)results from an electrophilic aromatic substitution reaction
C)results from a nucleophilic aromatic substitution reaction
D)is a m-disubstituted benzene derivative
E)both B and D

Question 14

Which of the following is a tertiary amine?

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

Question 15

What is the major product of the following reaction?

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

Question 16

What is the stereochemistry of the product in the acid hydrolysis of trans-2,3-epoxybutane?

Question 17

Which of the following is the structure for azetidine?

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

Question 18

Which of the following is the structure for N-methylpiperidine?

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

Question 19

Provide a structural representation of cis-3-ethyl-1,2-epoxycyclopentane.

Question 20

Draw the structure of piperidine.

Question 21

What is the major alkene formed in the following Hofmann elimination?

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

Question 22

Circle the stronger base in the pair below, and briefly explain your choice.

Question 23

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 24

Identify oxetane.

A)
B)
C)
D)
E)

Question 25

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 26

What is the major alkene formed in the following Hofmann elimination?

A)CH₃CH CH₂
B)
C)CH₃CH₂CH CH₂
D)
E)

Question 27

Name the following compound.

A)isobutylpropylamine
B)isopentylpropylamine
C)n-butylpropylamine
D)tert-butylpropylamine
E)sec-butylpropylamine

Question 28

What is the product of the following reaction?

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

Question 29

Provide the major organic products of the reaction shown.

Question 30

Provide the major organic product of the reaction shown.

Question 31

Which of the following is a quaternary ammonium ion?

A)
B)
C)
D)
E)

Question 32

Draw the structures of piperidine and morpholine and explain their relative basicities.

Question 33

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 34

Provide an acceptable name for the compound shown below.

Question 35

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 36

Draw 2-methylpyrrolidine.

Question 37

Provide the major organic product of the reaction shown.

Question 38

Name the following compound.

A)1-methyl-N-propyl-1-propananmine
B)N-propyl-2-butanamine
C)3-methyl-4-heptanamine
D)1-ethyl-N-propyl-1-ethanamine
E)1'-methylpropyl-1-propanamine

Question 39

Provide the IUPAC name of the compound shown.

Question 40

Draw the structure of the aziridinium ion and explain why its pKa is lower than a typical secondary ammonium ion.

Question 41

Provide the structure of the major organic product in the reaction below.

Question 42

Provide the major organic product(s)of the reaction below.

Question 43

Provide the structure of the major organic product in the reaction below.

Question 44

What is the major alkene produced in the following Cope elimination?

A)CH₂ CH₂
B)CH₃CH CH₂
C)CH₃CH₂N CH₂
D)CH₃CH₂N O
E)CH₃CH₂CH₂N O

Question 45

Give all organic products that result when the compound below is heated. Label the major and minor products.

Question 46

Give all organic products for the following reaction.

A)
B)
C)
D)
E)

Question 47

What is the major alkene formed in the following reaction?

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

Question 48

Give all organic products for the following reaction. Label the major and minor products.

Question 49

Which of the following aromatic compounds is the most stable?

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

Question 50

Provide the major organic product(s)of the reaction below.

Question 51

Give the major product for the following reaction.

A)CH₃CH₂NH₂
B)CH₃CH₂CH₂NH₂
C)CH₃CH₂CH₂NHNH₂
D)CH₃CH₂CH₂N NH
E)CH₃CH₂CH₂CH₂NH₂

Question 52

Provide the structure of the major organic product in the reaction below.

Question 53

Provide the structure of the major organic product in the reaction below.

Question 54

Give the major product for the following reaction.

A)CH₃CH₂NH₂
B)CH₃CH₂CH₂NH₂
C)CH₃CH₂CH₂NHNH₂
D)CH₃CH₂CH₂N NH
E)CH₃CH₂CH₂CH₂NH₂

Question 55

Give the major product for the following reaction.

Question 56

Provide the major organic product(s)of the reaction below.

Question 57

Provide the major organic product(s)of the reaction below.

Question 58

Provide the major organic product(s)of the reaction below.

Question 59

Provide the structure of the major organic product in the reaction below.

Question 60

Which of the following compounds is the most reactive toward electrophilic aromatic substitution?

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

Question 61

When benzofuran is treated with acetic anhydride, the major organic product is ________.

A)2-acetylbenzofuran
B)3-acetylbenzofuran
C)4-acetylbenzofuran
D)5-acetylbenzofuran
E)7-acetylbenzofuran

Question 62

Which of the following lists the correct order of reactivity of the substrates in electrophilic aromatic substitution reactions?

A)thiophene > pyrrole > furan > benzene
B)benzene > furan > thiophene > pyrrole
C)furan > pyrrole > benzene > thiophene
D)benzene > pyrrole > thiophene > furan
E)pyrrole > furan > thiophene > benzene

Question 63

What is the major product of the following reaction?

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

Question 64

When pyrrole undergoes electrophilic aromatic substitution, at which position does substitution occur?

A)2-position
B)3-position
C)4-position

Question 65

Provide the major organic product(s)of the reaction below.

Question 66

In the following question choose the best answer. The most basic amine.

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

Question 67

Show how the dipole moments are oriented in pyrrolidine and pyrrole, and explain why they are oriented in opposite directions.

Question 68

What is the major product of the following reaction?

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

Question 69

Provide the systematic name for the compound below.

Question 70

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 71

Give the major product for the following reaction.

A)
B)
C)
D)
E)

Question 72

Which of the following compounds is not aromatic?

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

Question 73

Indicate whether the following molecule is aromatic, antiaromatic, or nonaromatic.

Question 74

Propose a plausible mechanism for the following reaction.

Question 75

Provide the structure of the major organic product in the reaction below.

Question 76

Which of the following compounds is indole?

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

Question 77

Provide the major organic product of the reaction shown.

Question 78

Circle the stronger base in the pair below, and briefly explain your choice.

Question 79

Provide the major organic product(s)of the reaction below.

Question 80

What is the major product of the following reaction?

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