Deck 19: More About Amines Reactions of Heterocyclic Compounds

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Question
Which of the following heterocyclic amines is aziridine?

A) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
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Question
What is the correct name for the following compound? <strong>What is the correct name for the following compound?  </strong> A) N-ethyl-1-methylpiperidine B) N-ethyl-3-methylpiperidine C) N-ethyl-1-methylpyrrolidine D) N-ethyl-3-methylpyrrolidine E) N-ethyl-3-methylazetidine <div style=padding-top: 35px>

A) N-ethyl-1-methylpiperidine
B) N-ethyl-3-methylpiperidine
C) N-ethyl-1-methylpyrrolidine
D) N-ethyl-3-methylpyrrolidine
E) N-ethyl-3-methylazetidine
Question
What is the correct order of decreasing delocalization energies of the following aromatic rings?
<strong>What is the correct order of decreasing delocalization energies of the following aromatic rings?  </strong> A) 1>2>3>4>5 B) 2>1>3>5>4 C) 4>3>5>2>1 D) 1>2>5>4>3 E) 1>5>3>4>2 <div style=padding-top: 35px>

A) 1>2>3>4>5
B) 2>1>3>5>4
C) 4>3>5>2>1
D) 1>2>5>4>3
E) 1>5>3>4>2
Question
Which of the following heterocycles is pyrrole?
<strong>Which of the following heterocycles is pyrrole?  </strong> A) pyridine B) thiophene C) furan D) pyrrole E) imidazole <div style=padding-top: 35px>

A) pyridine
B) thiophene
C) furan
D) pyrrole
E) imidazole
Question
Which of the following has the lowest pKa?

A) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
Which compound is the product of the following reaction?
<strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>

A) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
Pyridine undergoes electrophilic aromatic substitution at the ____________.
<strong>Pyridine undergoes electrophilic aromatic substitution at the ____________.  </strong> A) 1-position B) 2-position C) 3-position D) 4-position E) 2- and 4-positions <div style=padding-top: 35px>

A) 1-position
B) 2-position
C) 3-position
D) 4-position
E) 2- and 4-positions
Question
Pyridine undergoes nucleophilic aromatic substitution at the___________
<strong>Pyridine undergoes nucleophilic aromatic substitution at the___________  </strong> A)1-position B) 2-position C) 3-position D) 4-position E)2- and 4-positions <div style=padding-top: 35px>

A)1-position
B) 2-position
C) 3-position
D) 4-position
E)2- and 4-positions
Question
Which set of reagents will accomplish the following synthesis? <strong>Which set of reagents will accomplish the following synthesis?  </strong> A) 1.Br<sub>2</sub>/FeBr<sub>3</sub>; 2. PhLi B) 1.HBr; 2. Ph<sub>2</sub>CuLi C) 1.Br<sub>2</sub>, heat; 2. PhLi D) 1.Br<sub>2</sub>/FeBr<sub>3</sub>; 2. Ph<sub>2</sub>CuLi E) Ph-Br/FeBr<sub>3</sub> <div style=padding-top: 35px>

A) 1.Br2/FeBr3; 2. PhLi
B) 1.HBr; 2. Ph2CuLi
C) 1.Br2, heat; 2. PhLi
D) 1.Br2/FeBr3; 2. Ph2CuLi
E) Ph-Br/FeBr3
Question
Which of the following heterocyclic amines is pyrimidine?

A) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
Which of the following statements is not true?

A) Benzene and substituted benzenes are nucleophiles and undergo electrophilic aromatic substitution.
B) Pyridine is much less nucleophilic than benzene and undergoes nucleophilic aromatic substitution.
C) Pyrrole, furan, and thiophene are more nucleophilic than benzene and only undergo electrophilic aromatic substitution.
D) Highly deactivated, substituted benzene rings undergo nucleophilic aromatic substitution.
E) Pyridine fails to undergo electrophilic aromatic substitution.
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Deck 19: More About Amines Reactions of Heterocyclic Compounds
1
Which of the following heterocyclic amines is aziridine?

A) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)
B) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)
C) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)
D) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)
E) <strong>Which of the following heterocyclic amines is aziridine?</strong> A)   B)   C)   D)   E)

2
What is the correct name for the following compound? <strong>What is the correct name for the following compound?  </strong> A) N-ethyl-1-methylpiperidine B) N-ethyl-3-methylpiperidine C) N-ethyl-1-methylpyrrolidine D) N-ethyl-3-methylpyrrolidine E) N-ethyl-3-methylazetidine

A) N-ethyl-1-methylpiperidine
B) N-ethyl-3-methylpiperidine
C) N-ethyl-1-methylpyrrolidine
D) N-ethyl-3-methylpyrrolidine
E) N-ethyl-3-methylazetidine
N-ethyl-3-methylpiperidine
3
What is the correct order of decreasing delocalization energies of the following aromatic rings?
<strong>What is the correct order of decreasing delocalization energies of the following aromatic rings?  </strong> A) 1>2>3>4>5 B) 2>1>3>5>4 C) 4>3>5>2>1 D) 1>2>5>4>3 E) 1>5>3>4>2

A) 1>2>3>4>5
B) 2>1>3>5>4
C) 4>3>5>2>1
D) 1>2>5>4>3
E) 1>5>3>4>2
1>2>5>4>3
4
Which of the following heterocycles is pyrrole?
<strong>Which of the following heterocycles is pyrrole?  </strong> A) pyridine B) thiophene C) furan D) pyrrole E) imidazole

A) pyridine
B) thiophene
C) furan
D) pyrrole
E) imidazole
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5
Which of the following has the lowest pKa?

A) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)
B) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)
C) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)
D) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)
E) <strong>Which of the following has the lowest pK<sub>a</sub>?</strong> A)   B)   C)   D)   E)
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6
Which compound is the product of the following reaction?
<strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)

A) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)
B) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)
C) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)
D) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)
E) <strong>Which compound is the product of the following reaction?  </strong> A)   B)   C)   D)   E)
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7
Pyridine undergoes electrophilic aromatic substitution at the ____________.
<strong>Pyridine undergoes electrophilic aromatic substitution at the ____________.  </strong> A) 1-position B) 2-position C) 3-position D) 4-position E) 2- and 4-positions

A) 1-position
B) 2-position
C) 3-position
D) 4-position
E) 2- and 4-positions
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8
Pyridine undergoes nucleophilic aromatic substitution at the___________
<strong>Pyridine undergoes nucleophilic aromatic substitution at the___________  </strong> A)1-position B) 2-position C) 3-position D) 4-position E)2- and 4-positions

A)1-position
B) 2-position
C) 3-position
D) 4-position
E)2- and 4-positions
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9
Which set of reagents will accomplish the following synthesis? <strong>Which set of reagents will accomplish the following synthesis?  </strong> A) 1.Br<sub>2</sub>/FeBr<sub>3</sub>; 2. PhLi B) 1.HBr; 2. Ph<sub>2</sub>CuLi C) 1.Br<sub>2</sub>, heat; 2. PhLi D) 1.Br<sub>2</sub>/FeBr<sub>3</sub>; 2. Ph<sub>2</sub>CuLi E) Ph-Br/FeBr<sub>3</sub>

A) 1.Br2/FeBr3; 2. PhLi
B) 1.HBr; 2. Ph2CuLi
C) 1.Br2, heat; 2. PhLi
D) 1.Br2/FeBr3; 2. Ph2CuLi
E) Ph-Br/FeBr3
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10
Which of the following heterocyclic amines is pyrimidine?

A) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)
B) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)
C) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)
D) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)
E) <strong>Which of the following heterocyclic amines is pyrimidine?</strong> A)   B)   C)   D)   E)
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11
Which of the following statements is not true?

A) Benzene and substituted benzenes are nucleophiles and undergo electrophilic aromatic substitution.
B) Pyridine is much less nucleophilic than benzene and undergoes nucleophilic aromatic substitution.
C) Pyrrole, furan, and thiophene are more nucleophilic than benzene and only undergo electrophilic aromatic substitution.
D) Highly deactivated, substituted benzene rings undergo nucleophilic aromatic substitution.
E) Pyridine fails to undergo electrophilic aromatic substitution.
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