Question 1

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

Accepted Answer

The major organic product obtained from the given reaction is option B, which is 2-pentanone. This is an example of a dehydration reaction, where water is eliminated from the reactant to form the product. In this case, the reactant is 3-pentanol, which upon dehydration in the presence of an acid catalyst, loses the hydroxyl group (-OH) and forms the ketone group (-O-) to give 2-pentanone as the major product.

Question 2

What is the correct assignment of the names of the following ethers?

Accepted Answer

1 is an oxirane, also known as an epoxide.
2 is an oxolane, also known as tetrahydrofuran.
3 is an oxane, also known as a cyclic ether with six carbon atoms.

Question 3

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

Accepted Answer

The reaction is an acid-catalyzed dehydration of an alcohol, where the alcohol loses a water molecule to form an alkene. The major organic product obtained from this reaction is 2-methylprop-1-ene (also known as isobutylene), which is Option B.

Question 4

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

Accepted Answer

The reaction involves the reduction of a ketone using sodium borohydride (NaBH4). The reagent will add a hydride ion (H-) to the carbonyl carbon of the ketone, resulting in the formation of an alcohol. In this case, the ketone has an ethyl group (CH2CH3) and a cyclohexyl group (C6H11) attached to the carbonyl carbon. The hydride ion will attack the carbonyl carbon and form a new carbon-hydrogen bond, resulting in the formation of an alcohol. The product will be a mixture of two diastereomers because of the two different substituents attached to the stereocenter. Thus, the major product obtained from the reaction is C) 3.

Question 5

What is the correct assignment of the names of the following ethers?

Accepted Answer

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Question 6

Which of the following reactions provides tert-butyl methyl ether in a high yield?

Accepted Answer

The reaction between potassium tert-butoxide and iodomethane yields tert-butyl methyl ether in a high yield. This is a Williamson ether synthesis reaction and the use of the bulky tert-butoxide base helps to prevent elimination reactions and promote substitution reactions, leading to a high yield of the desired ether product.

Question 7

Which of the following are epoxides?

Accepted Answer

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Question 8

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

Accepted Answer

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Question 9

What type of reactive intermediate is formed in the reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide?

Accepted Answer

The reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide involves the formation of a tert-butyl cation as the reactive intermediate. This occurs because the ether is protonated by HBr, leading to the departure of a methoxide ion and the formation of a carbocation.

Question 10

Which of the following reactions provides anisole (PhOCH₃) in a high yield?

Accepted Answer

C) Sodium phenoxide (PhONa) reacts with bromomethane in a nucleophilic substitution reaction to form anisole in high yield. This is a classic example of the Williamson ether synthesis.

Question 11

Which of the following statements are true?
1)ethanol is more soluble in water than dimethyl ether
2)ethanol has a higher boiling point than dimethyl ether
3)ethanol has the same molecular weight as dimethyl ether

Accepted Answer

Ethanol is more soluble in water due to hydrogen bonding, has a higher boiling point due to stronger intermolecular forces, and shares the same molecular weight as dimethyl ether (C2H6O).

Question 12

Which of the following ethers cannot be prepared by a Williamson ether synthesis?

Accepted Answer

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Question 13

What is the IUPAC name of the following compound?

Accepted Answer

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Question 14

What type of mechanism accounts for the cleavage of tert-butyl methyl ether upon treatment with HBr?

Accepted Answer

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Question 15

Which of the following are ethers?

Accepted Answer

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Question 16

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

Accepted Answer

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Question 17

What type of mechanism accounts for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane?

Accepted Answer

The mechanism for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane is SN2. This involves a bimolecular nucleophilic substitution where the bromide ion from HBr attacks the ether, displacing the butoxy group and forming 1-bromobutane.

Question 18

Which of the following are thiols?

Accepted Answer

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Question 19

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

Accepted Answer

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Question 20

What is the IUPAC name of the following compound?

Accepted Answer

The compound is a propane derivative with an ethyl sulfanyl (ethyl thiol) substituent. The correct IUPAC name for this compound is 2-ethylsulfanylpropane. Option A is incorrect as it has only one sulfur atom whereas the compound has two. Option C is incorrect as it has two sulfur atoms in two different functional groups. Option D is incorrect as it has a different arrangement of the substituents.

Quiz 11: Ethers, Epoxides, and Sulfides

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

What is the correct assignment of the names of the following ethers?

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

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

What is the correct assignment of the names of the following ethers?

Which of the following reactions provides tert-butyl methyl ether in a high yield?

Which of the following are epoxides?

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

What type of reactive intermediate is formed in the reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide?

Which of the following reactions provides anisole (PhOCH₃) in a high yield?

Which of the following statements are true? 1) ethanol is more soluble in water than dimethyl ether 2) ethanol has a higher boiling point than dimethyl ether 3) ethanol has the same molecular weight as dimethyl ether

Which of the following ethers cannot be prepared by a Williamson ether synthesis?

What is the IUPAC name of the following compound?

What type of mechanism accounts for the cleavage of tert-butyl methyl ether upon treatment with HBr?

Which of the following are ethers?

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

What type of mechanism accounts for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane?

Which of the following are thiols?

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

What is the IUPAC name of the following compound?

Quiz 11: Ethers, Epoxides, and Sulfides

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

What is the correct assignment of the names of the following ethers?

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

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

What is the correct assignment of the names of the following ethers?

Which of the following reactions provides tert-butyl methyl ether in a high yield?

Which of the following are epoxides?

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

What type of reactive intermediate is formed in the reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide?

Which of the following reactions provides anisole (PhOCH3) in a high yield?

Which of the following statements are true? 1) ethanol is more soluble in water than dimethyl ether 2) ethanol has a higher boiling point than dimethyl ether 3) ethanol has the same molecular weight as dimethyl ether

Which of the following ethers cannot be prepared by a Williamson ether synthesis?

What is the IUPAC name of the following compound?

What type of mechanism accounts for the cleavage of tert-butyl methyl ether upon treatment with HBr?

Which of the following are ethers?

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

What type of mechanism accounts for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane?

Which of the following are thiols?

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

What is the IUPAC name of the following compound?

Which of the following reactions provides anisole (PhOCH₃) in a high yield?