Question 1

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

Accepted Answer

A)  tert-butyl anion 
B)  tert-butoxide 
C)  tert-butyl radical 
D)  tert-butyl cation 
A)  tert-butyl anion 
B)  tert-butoxide 
C)  tert-butyl radical 
D)  tert-butyl cation

Question 2

Which of the following are epoxides?

Accepted Answer

A)  only 2 and 3 
B)  only 3 and 4 
C)  only 2, 3 and 4 
D)  1, 2, 3 and 4 
A)  only 2 and 3 
B)  only 3 and 4 
C)  only 2, 3 and 4 
D)  1, 2, 3 and 4

Question 3

Which of the following synthetic routes is used in industry to provide epichlorohydrin?

Accepted Answer

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

Question 4

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

Accepted Answer

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

Question 5

What is the best choice of reagent(s) to perform the following transformation?

Accepted Answer

A)  CH3MgBr; followed by H3O+ 
B)  H2O, NaOH 
C)  LiAlH4 followed by H3O+ 
D)  KMnO4 
A)  CH3MgBr; followed by H3O+ 
B)  H2O, NaOH 
C)  LiAlH4 followed by H3O+ 
D)  KMnO4

Question 6

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

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

Question 7

Which of the following are thiols?

Accepted Answer

A)  only 1 
B)  only 1 and 4 
C)  only 2 and 3 
D)  1, 2, 3 and 4 
A)  only 1 
B)  only 1 and 4 
C)  only 2 and 3 
D)  1, 2, 3 and 4

Question 8

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

Accepted Answer

A)  1 = oxirane; 2 = oxetane; 3= oxolane 
B)  1 = oxetane; 2 = oxirane; 3= oxane 
C)  1 = oxane; 2 = oxetane; 3= dioxane 
D)  1 = oxirane; 2 = oxolane; 3= oxetane 
A)  1 = oxirane; 2 = oxetane; 3= oxolane 
B)  1 = oxetane; 2 = oxirane; 3= oxane 
C)  1 = oxane; 2 = oxetane; 3= dioxane 
D)  1 = oxirane; 2 = oxolane; 3= oxetane

Question 9

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

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

Question 10

Provide the structures of the sodium alkoxide and the alkyl iodide that would be the best starting materials for the preparation of the following compound by a Williamson ether synthesis.

Accepted Answer

The answer of Provide the structures of the sodium alkoxide...

Question 11

What would be the best choice of reagent(s) to perform the following transformation?

Accepted Answer

A)  H3O+ 
B)  H2O, NaOH 
C)  LiAlH4 followed by H3O+ 
D)  H2O2 
A)  H3O+ 
B)  H2O, NaOH 
C)  LiAlH4 followed by H3O+ 
D)  H2O2

Question 12

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

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

Question 13

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

Accepted Answer

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

Question 14

What is the IUPAC name of the following compound?

Accepted Answer

dicyclopen

Question 15

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

A)  only 1 
B)  only 1 and 2 
C)  only 1 and 3 
D)  1, 2 and 3 
A)  only 1 
B)  only 1 and 2 
C)  only 1 and 3 
D)  1, 2 and 3

Question 16

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

Accepted Answer

The answer of What is the major organic product obtained...

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

A)  SN1 
B)  SN2 
C)  E1 
D)  E2 
A)  SN1 
B)  SN2 
C)  E1 
D)  E2

Question 18

What is the name of the following compound?

Accepted Answer

A)  6-crown-12 
B)  12-crown-6 
C)  18-crown-12 
D)  18-crown-6 
A)  6-crown-12 
B)  12-crown-6 
C)  18-crown-12 
D)  18-crown-6

Question 19

Which of the following general structures can be made by sequential reaction of epichlorohydrin with appropriate nucleophiles?

Accepted Answer

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

Question 20

What is the IUPAC name of the following compound?

Accepted Answer

The answer of What is the IUPAC name of the...

Exam 11: Ethers, Epoxides, and Sulfides

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 are epoxides?

Which of the following synthetic routes is used in industry to provide epichlorohydrin?

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

What is the best choice of reagent(s) to perform the following transformation?

What is the major organic product obtained from the following sequence of reactions?

Which of the following are thiols?

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

What is the major organic product obtained from the following sequence of reactions?

Provide the structures of the sodium alkoxide and the alkyl iodide that would be the best starting materials for the preparation of the following compound by a Williamson ether synthesis.

What would be the best choice of reagent(s) to perform the following transformation?

What is the major organic product obtained from the following sequence of reactions?

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

What is the IUPAC name of the following compound?

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

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?

What is the name of the following compound?

Which of the following general structures can be made by sequential reaction of epichlorohydrin with appropriate nucleophiles?

What is the IUPAC name of the following compound?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

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