Question 1

Show the reagents necessary to prepare the compound below from cyclohexanone.

Accepted Answer

1) CH₃MgBr
...

Question 2

What is wrong with the following reaction?

Accepted Answer

The Grignard reagent is strong...

Question 3

Which of the following is not a true statement?

Accepted Answer

A)   Dioxanes are six-membered ring ethers.
B)   Furans are five-membered ring ethers.
C)   Oxiranes are three-membered ring ethers.
D)   Oxetanes are five-membered ring ethers.
E)   Pyrans are six-membered-ring ethers.

Question 4

Which has the higher boiling point, diethyl ether or butan-1-ol? Briefly explain.

Accepted Answer

Butan-1-ol has the higher boil...

Question 5

Use arrows to show correct electron flow in the mechanism for the reaction below. Include all intermediate structures correctly drawn with formal charges.

Accepted Answer

The answer of Use arrows to show correct electron flow...

Question 6

What compound is formed when 2,2-dimethyloxirane is treated with ethanol containing a trace of HCl?

Accepted Answer

A)   2-ethoxy-2-methyl-1-propanol
B)   1-ethoxy-2-methyl-2-propanol
C)   2-ethoxy-2-methyl-2-propanol
D)   2-ethoxy-1-butanol
E)   1-ethoxy-2-butanol

Question 7

Show the best method for preparing methoxycyclopentane via the Williamson ether synthesis.

Accepted Answer

The answer of Show the best method for preparing methoxycyclopentane...

Question 8

Provide the structure of 3-methoxyfuran.

Accepted Answer

The answer of Provide the structure of 3-methoxyfuran....

Question 9

Provide the major organic product in the reaction below.

Accepted Answer

The answer of Provide the major organic product in the...

Question 10

Provide the major organic product of the following reactions.

Accepted Answer

The answer of Provide the major organic product of the...

Question 11

Diethyl ether is often used as the solvent for reactions with Grignard reagents, but cyclic ethers like ethylene oxide will react with a Grignard reagent to form an alcohol. Why?

Accepted Answer

Ethylene oxide is a ...

Question 12

Which of the following compounds would undergo autoxidation most readily?

Accepted Answer

A)   dibenzyl ether
B)   MTBE
C)   diethyl ether
D)   isobutyl phenyl ether

Question 13

Provide an acceptable name for the compound shown below.

Accepted Answer

trans-2-et...

Question 14

Draw the correct structure of the expected product of the following reaction.

Accepted Answer

The answer of Draw the correct structure of the expected...

Question 15

Provide the major organic product of the following reactions.

Accepted Answer

The answer of Provide the major organic product of the...

Question 16

Anisole is known by two other names. Give either of them.

Accepted Answer

methoxyben...

Question 17

Lasalocid A (shown below)  is an antibacterial agent and a coccidiostat, which is produced by strains of Streptomyces lasaliensis. It is the drug in the feed additives. How many ether functional groups are present in Lasalocid A?

Accepted Answer

A)   1
B)   2
C)   3
D)   4
E)   5

Question 18

What is the correct IUPAC name for the following compound?

Accepted Answer

A)   3-methyl-3,4-epoxypentan-1-ol
B)   5-hydroxy-3-methyl-2,3-epoxypentane
C)   1-(2-hydroxyethyl) -1,2-dimethyloxirane
D)   3,4-epoxy-3-methylpentan-1-ol

Question 19

Treatment of tetrahydrofuran with excess HBr results in the formation of what major organic product?

Accepted Answer

A)   1-bromobutane
B)   1,2-dibromobutane
C)   1,4-dibromobutane
D)   1-bromopentane
E)   1,5-dibromopentane

Question 20

What is the complete systematic IUPAC name for the following compound?

Accepted Answer

A)   4-(1-methylethoxy) -4-isopropyl-4-methylpent-2-ene
B)   4-isopropyl-2,4-dimethylhept-5-en-3-ol
C)   isopropyl-(4-isopropyl-4-methylbut-2-enyl)  ether
D)   (
E)  -4-isopropoxy-4,5-dimethylhex-2-ene
E)   4-isopropyl-4-methylbut-2-en-isopropyl ether

Exam 14: Ethers, Epoxides, and Thioethers

Provide the structure of 3-methoxyfuran.

Correct AnswerverifiedShow Answer

Draw the correct structure of the expected product of the following reaction.

Correct AnswerverifiedShow Answer

Provide the major organic product of the following reactions.

Correct AnswerverifiedShow Answer

What is wrong with the following reaction?

Correct AnswerverifiedThe Grignard reagent is strong...View AnswerShow Answer

Which of the following is not a true statement?

Correct AnswerverifiedShow Answer

Show the reagents necessary to prepare the compound below from cyclohexanone.

Correct Answerverified1) CH3MgBr...View AnswerShow Answer

Diethyl ether is often used as the solvent for reactions with Grignard reagents, but cyclic ethers like ethylene oxide will react with a Grignard reagent to form an alcohol. Why?

Correct AnswerverifiedEthylene oxide is a ...View AnswerShow Answer

Lasalocid A (shown below) is an antibacterial agent and a coccidiostat, which is produced by strains of Streptomyces lasaliensis. It is the drug in the feed additives. How many ether functional groups are present in Lasalocid A?

Correct AnswerverifiedShow Answer

Treatment of tetrahydrofuran with excess HBr results in the formation of what major organic product?

Correct AnswerverifiedShow Answer

Provide the major organic product of the following reactions.

Correct AnswerverifiedShow Answer

Anisole is known by two other names. Give either of them.

Correct Answerverifiedmethoxyben...View AnswerShow Answer

What compound is formed when 2,2-dimethyloxirane is treated with ethanol containing a trace of HCl?

Correct AnswerverifiedShow Answer

Which of the following compounds would undergo autoxidation most readily?

Correct AnswerverifiedShow Answer

What is the correct IUPAC name for the following compound?

Correct AnswerverifiedShow Answer

Provide an acceptable name for the compound shown below.

Correct Answerverifiedtrans-2-et...View AnswerShow Answer

Use arrows to show correct electron flow in the mechanism for the reaction below. Include all intermediate structures correctly drawn with formal charges.

Correct AnswerverifiedShow Answer

What is the complete systematic IUPAC name for the following compound?

Correct AnswerverifiedShow Answer

Which has the higher boiling point, diethyl ether or butan-1-ol? Briefly explain.

Correct AnswerverifiedButan-1-ol has the higher boil...View AnswerShow Answer

Show the best method for preparing methoxycyclopentane via the Williamson ether synthesis.

Correct AnswerverifiedShow Answer

Provide the major organic product in the reaction below.

Correct AnswerverifiedShow Answer

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The Grignard reagent is strong...
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1) CH₃MgBr
...
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Ethylene oxide is a ...
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methoxyben...
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trans-2-et...
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Butan-1-ol has the higher boil...
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