Deck 16: Ethers, Epoxides, and Sulfides

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Question
Which of the following compounds is the most soluble in water?

A) <strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
B)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
C)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
D)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
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Question
Which of the following is the correct name of the compound below?
<strong>Which of the following is the correct name of the compound below?  </strong> A) benzyl ethyl ether B) ethylbenzene ether C) ethyl phenyl ether D) ethoxy phenoxy ether <div style=padding-top: 35px>

A) benzyl ethyl ether
B) ethylbenzene ether
C) ethyl phenyl ether
D) ethoxy phenoxy ether
Question
Match the boiling points with the following three isomers of C4H10O2\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}_{2} .
 <strong>Match the boiling points with the following three isomers of  \mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}_{2} .  </strong> A) A B) B C) C D) D <div style=padding-top: 35px>

A) A
B) B
C) C
D) D
Question
What is the product of the following reaction?
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>

A)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
B)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
C)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
D)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
Question
Which of the following is not an intermediate in the reaction below?
2CH3OHH2SO4, heat CH3OCH3+H2O2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}


A)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates. <div style=padding-top: 35px>
B)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates. <div style=padding-top: 35px>
C)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates. <div style=padding-top: 35px>
D) they are all intermediates.
Question
Which one of the following reactions makes the cyclic ether shown below?
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)   <div style=padding-top: 35px>

A)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
B)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
C)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
D)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
Question
What is the product of the following reaction? <strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>

A)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
B)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
C)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
D)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
Question
The reaction shown below can be described as an:
 <strong>The reaction shown below can be described as an:  </strong> A) acid-base reaction followed by an intramolecular Williamson ether synthesis. B) acid-base reaction followed by an intramolecular  S_{N} 1  reaction. C) E2 reaction followed by an addition reaction to a double bond. D)  \mathrm{S}_{\mathrm{N}} 2  reaction followed by an intramolecular Williamson ether synthesis. <div style=padding-top: 35px>

A) acid-base reaction followed by an intramolecular Williamson ether synthesis.
B) acid-base reaction followed by an intramolecular SN1S_{N} 1 reaction.
C) E2 reaction followed by an addition reaction to a double bond.
D) SN2\mathrm{S}_{\mathrm{N}} 2 reaction followed by an intramolecular Williamson ether synthesis.
Question
What is the final product of the following sequence of reactions?
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>

A)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
B)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
C)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
D)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)   <div style=padding-top: 35px>
Question
What is the product of the reactions below?
<strong>What is the product of the reactions below?  </strong> A) A B) B C) C D) D <div style=padding-top: 35px>

A) A
B) B
C) C
D) D
Question
Which of the following epoxides is formed when KOH\mathrm{KOH} is added to the optically active halohydrin shown below?  <strong>Which of the following epoxides is formed when  \mathrm{KOH}  is added to the optically active halohydrin shown below?  </strong> A) trans-(2S,3S)-2,3-dimethyloxirane B) trans-(2R,3R)-2,3-dimethyloxirane C) 2,2-dimethyloxirane D) meso-2,3-dimethyloxirane <div style=padding-top: 35px>

A) trans-(2S,3S)-2,3-dimethyloxirane
B) trans-(2R,3R)-2,3-dimethyloxirane
C) 2,2-dimethyloxirane
D) meso-2,3-dimethyloxirane
Question
Ethylene glycol reacts in acid to form a cyclic compound with the formula of C4H8O2\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{2} . Which one of the following is this cyclic compound?
 <strong>Ethylene glycol reacts in acid to form a cyclic compound with the formula of  \mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{2} . Which one of the following is this cyclic compound?   </strong> A) A B) B C) C D) D <div style=padding-top: 35px>

A) A
B) B
C) C
D) D
Question
What results when dimethylsulfide is treated with sodium periodate?
<strong>What results when dimethylsulfide is treated with sodium periodate?  </strong> A) A B) B C) C D) D <div style=padding-top: 35px>

A) A
B) B
C) C
D) D
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Deck 16: Ethers, Epoxides, and Sulfides
1
Which of the following compounds is the most soluble in water?

A) <strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)
B)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)
C)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)
D)
<strong>Which of the following compounds is the most soluble in water? </strong> A)   B)   C)   D)

2
Which of the following is the correct name of the compound below?
<strong>Which of the following is the correct name of the compound below?  </strong> A) benzyl ethyl ether B) ethylbenzene ether C) ethyl phenyl ether D) ethoxy phenoxy ether

A) benzyl ethyl ether
B) ethylbenzene ether
C) ethyl phenyl ether
D) ethoxy phenoxy ether
ethyl phenyl ether
3
Match the boiling points with the following three isomers of C4H10O2\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}_{2} .
 <strong>Match the boiling points with the following three isomers of  \mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}_{2} .  </strong> A) A B) B C) C D) D

A) A
B) B
C) C
D) D
C
4
What is the product of the following reaction?
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)

A)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
B)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
C)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
D)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
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5
Which of the following is not an intermediate in the reaction below?
2CH3OHH2SO4, heat CH3OCH3+H2O2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}


A)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates.
B)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates.
C)
 <strong>Which of the following is not an intermediate in the reaction below?  2 \mathrm{CH}_{3} \mathrm{OH} \xrightarrow{\mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }} \mathrm{CH}_{3} \mathrm{OCH}_{3}+\mathrm{H}_{2} \mathrm{O}   </strong> A)   B)   C)   D) they are all intermediates.
D) they are all intermediates.
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6
Which one of the following reactions makes the cyclic ether shown below?
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)

A)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)
B)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)
C)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)
D)
<strong>Which one of the following reactions makes the cyclic ether shown below?   </strong> A)   B)   C)   D)
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7
What is the product of the following reaction? <strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)

A)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
B)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
C)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
D)
<strong>What is the product of the following reaction?  </strong> A)   B)   C)   D)
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8
The reaction shown below can be described as an:
 <strong>The reaction shown below can be described as an:  </strong> A) acid-base reaction followed by an intramolecular Williamson ether synthesis. B) acid-base reaction followed by an intramolecular  S_{N} 1  reaction. C) E2 reaction followed by an addition reaction to a double bond. D)  \mathrm{S}_{\mathrm{N}} 2  reaction followed by an intramolecular Williamson ether synthesis.

A) acid-base reaction followed by an intramolecular Williamson ether synthesis.
B) acid-base reaction followed by an intramolecular SN1S_{N} 1 reaction.
C) E2 reaction followed by an addition reaction to a double bond.
D) SN2\mathrm{S}_{\mathrm{N}} 2 reaction followed by an intramolecular Williamson ether synthesis.
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9
What is the final product of the following sequence of reactions?
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)

A)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)
B)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)
C)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)
D)
<strong>What is the final product of the following sequence of reactions?  </strong> A)   B)   C)   D)
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10
What is the product of the reactions below?
<strong>What is the product of the reactions below?  </strong> A) A B) B C) C D) D

A) A
B) B
C) C
D) D
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11
Which of the following epoxides is formed when KOH\mathrm{KOH} is added to the optically active halohydrin shown below?  <strong>Which of the following epoxides is formed when  \mathrm{KOH}  is added to the optically active halohydrin shown below?  </strong> A) trans-(2S,3S)-2,3-dimethyloxirane B) trans-(2R,3R)-2,3-dimethyloxirane C) 2,2-dimethyloxirane D) meso-2,3-dimethyloxirane

A) trans-(2S,3S)-2,3-dimethyloxirane
B) trans-(2R,3R)-2,3-dimethyloxirane
C) 2,2-dimethyloxirane
D) meso-2,3-dimethyloxirane
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12
Ethylene glycol reacts in acid to form a cyclic compound with the formula of C4H8O2\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{2} . Which one of the following is this cyclic compound?
 <strong>Ethylene glycol reacts in acid to form a cyclic compound with the formula of  \mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{2} . Which one of the following is this cyclic compound?   </strong> A) A B) B C) C D) D

A) A
B) B
C) C
D) D
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13
What results when dimethylsulfide is treated with sodium periodate?
<strong>What results when dimethylsulfide is treated with sodium periodate?  </strong> A) A B) B C) C D) D

A) A
B) B
C) C
D) D
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