Question 1

Which one of the following reactions would produce t-butyl methyl ether in high yield?

Accepted Answer

A)  CH3ONa + (CH3)3CBr 
B)  CH3OH + (CH3)3COH in the presence of H2SO4 at 140°C 
C)  CH3Cl + (CH3)3CBr in the presence of NaOH 
D)  (CH3)3CONa + CH3Br 
A)  CH3ONa + (CH3)3CBr 
B)  CH3OH + (CH3)3COH in the presence of H2SO4 at 140°C 
C)  CH3Cl + (CH3)3CBr in the presence of NaOH 
D)  (CH3)3CONa + CH3Br

Question 2

What is the IUPAC name for the following compound?

Accepted Answer

A)  3-ethyl-2-methyloxirane 
B)  2-ethyl-3-methyloxirane 
C)  2-ethyl-1-methyloxypentane 
D)  1-ethyl-2-methyloxypentane 
E)  none of these 
A)  3-ethyl-2-methyloxirane 
B)  2-ethyl-3-methyloxirane 
C)  2-ethyl-1-methyloxypentane 
D)  1-ethyl-2-methyloxypentane 
E)  none of these

Question 3

Predict the major product for the following reaction.

Accepted Answer

The answer of Predict the major product for the following...

Question 4

Predict the product(s) for the following reaction.

Accepted Answer

A)  ethanol + phenol 
B)  phenol + iodoethane 
C)  iodobenzene + ethanol 
D)  iodobenzene + iodoethane 
E)  none of these 
A)  ethanol + phenol 
B)  phenol + iodoethane 
C)  iodobenzene + ethanol 
D)  iodobenzene + iodoethane 
E)  none of these

Question 5

Predict the product(s) for the following reaction.

Accepted Answer

The answer of Predict the product(s) for the following reaction....

Question 6

Predict the product(s) for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 7

Which one of the following compounds will have the highest boiling point?

Accepted Answer

A)  CH3CH2CH2CH2CH3 
B)  CH3CH2CH2CH2OH 
C)  CH3CH2CH2OCH3 
D)  CH3CH2CH2Cl 
E)  CH3CH2OCH2CH3 
A)  CH3CH2CH2CH2CH3 
B)  CH3CH2CH2CH2OH 
C)  CH3CH2CH2OCH3 
D)  CH3CH2CH2Cl 
E)  CH3CH2OCH2CH3

Question 8

What is the common name for the following compound?

Accepted Answer

A)  1-butoxybutane 
B)  sec-butyl isopropyl ether 
C)  sec-butyl t-butyl ether 
D)  n-butyl isopropyl ether 
E)  none of these 
A)  1-butoxybutane 
B)  sec-butyl isopropyl ether 
C)  sec-butyl t-butyl ether 
D)  n-butyl isopropyl ether 
E)  none of these

Question 9

What is the IUPAC name for the following compound?

Accepted Answer

A)  2-ethyl-3-isopropyl-2-methyloxirane 
B)  1-ethyl-2-isopropyl-1-methyloxirane 
C)  2,4-dimethyloxyhexane 
D)  1-ethyl-2,4-dimethyloxyhexane 
E)  3-ethyl-2-isopropyl-3-methyloxirane 
A)  2-ethyl-3-isopropyl-2-methyloxirane 
B)  1-ethyl-2-isopropyl-1-methyloxirane 
C)  2,4-dimethyloxyhexane 
D)  1-ethyl-2,4-dimethyloxyhexane 
E)  3-ethyl-2-isopropyl-3-methyloxirane

Question 10

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 11

Provide a stepwise synthesis for the following.

Accepted Answer

The answer of Provide a stepwise synthesis for the following....

Question 12

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 13

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 14

Provide the reagents necessary to prepare the following compound using a Williamson ether synthesis.

Accepted Answer

The answer of Provide the reagents necessary to prepare the...

Question 15

Predict the product for the following reaction.   (Z)-3-hexene + mCPBA

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
A)  I 
B)  II 
C)  III 
D)  IV

Question 16

Provide the structure for oxetane.

Accepted Answer

The answer of Provide the structure for oxetane....

Question 17

Predict the product(s) for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 18

Provide the common name for the following compound.

Accepted Answer

The answer of Provide the common name for the following...

Question 19

Which of the following crown ether solvates lithium ions?

Accepted Answer

A)  12-crown-5 
B)  12-crown-4 
C)  15-crown-5 
D)  18-crown-6 
E)  none of these 
A)  12-crown-5 
B)  12-crown-4 
C)  15-crown-5 
D)  18-crown-6 
E)  none of these

Question 20

Predict the major product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Exam 13: Ethers and Epoxides; Thiols and Sulfides

Which one of the following reactions would produce t-butyl methyl ether in high yield?

What is the IUPAC name for the following compound?

Predict the major product for the following reaction.

Predict the product(s) for the following reaction.

Predict the product(s) for the following reaction.

Predict the product(s) for the following reaction.

Which one of the following compounds will have the highest boiling point?

What is the common name for the following compound?

What is the IUPAC name for the following compound?

Predict the product for the following reaction.

Provide a stepwise synthesis for the following.

Predict the product for the following reaction.

Predict the product for the following reaction.

Provide the reagents necessary to prepare the following compound using a Williamson ether synthesis.

Predict the product for the following reaction. (Z)-3-hexene + mCPBA

Provide the structure for oxetane.

Predict the product(s) for the following reaction.

Provide the common name for the following compound.

Which of the following crown ether solvates lithium ions?

Predict the major product for the following reaction.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

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