Deck 9: Reactions of Alcohols, Ethers, Epoxides, Amines, and Thiols

Question 1

What is the major product of the following reaction?

A)
B)
C)
D)
E) no reaction

Answer 1

Question 2

What is the major product of the following reaction?

A)
B)
C)
D)
E) no reaction

Answer 2

Question 3

Propose a mechanism for the following reaction:

Answer 3

Question 4

Which of the following alcohols dehydrates most rapidly? I.



II.



III.


IV.


V.

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

Question 5

What is the major product of the following reaction?

A)
B)
C)
D)
E)

Question 6

What is the major product of the following reaction?

A)
B)
C)
D)
E) no reaction

Question 7

What is the major product of the following reaction?

I. $\mathrm { CH } _ { 3 } \mathrm { OCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { OH }$

II.


III.


IV.


V.

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

Question 8

What is the major product of the following reaction?

A)
B)
C)
D)
E)

Question 9

What are the major products of the following reaction?

I.


II.


III.


IV.


V.

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

Question 10

Why are alcohols less reactive than alkyl halides in substitution reactions?

Question 11

What is the major product of the following reaction?

A)
B)
C)
D)
E)no reaction

Question 12

What is the major product of the following reaction?

Question 13

What is the major product of the following reaction?

Question 14

What is the product of the following reaction?

I. $\mathrm { HOCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { I }$

II. $\mathrm { CH } _ { 3 } \mathrm { OH } \mathrm { CH } _ { 3 } \mathrm { I }$ v. $\mathrm { CH } _ { 3 } \mathrm { OCH } _ { 2 } \mathrm { I }$
III.


IV.


V. $\mathrm{CH}_{3} \mathrm{OCH}_{2} \mathrm{I}$

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

Question 15

Which of the following is the strongest acid?

A) CH₃NH₂
B) CH₃OH
C) CH₃SH
D) CH₃OCH₃
E) CH₃CL

Question 16

What is the major product of the following reaction?

I.


II.


III.


IV.


V. $\mathrm { HOCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { Br }$

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

Question 17

Which of the following reagents are required to form CH₃Br?

A) CH₃OH+Br^-
B) CH₃OH+HBr
C) CH₃OH+Br₂
D) CH₃OH+NaBr
E) CH₃OH+Br⁺

Question 18

What is the major product of the following reaction?

Question 19

When dipentyl ether is treated with HI, what type of reaction occurs?

A) SN2
B) SN1
C) Both SN1 and SN2
D) E1
E) E2

Question 20

What is the major product of the following reaction?

I. $\mathrm { CH } _ { 3 } \mathrm { OCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { OH }$

II.


III.
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IV.


V.

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

Question 21

What are the major products of the following reaction?

Question 22

What is the major product of the following reaction?

Question 23

What are the products of the following reaction?

Question 24

What is the major product of the following reaction?

Question 25

What is the major product of the following reaction?

Question 26

Draw the products of the following reaction and circle the major product.

Question 27

What is the major product of the following reaction?

Question 28

Which of the following alcohols, when heated wit H₂SO₄ , undergoes dehydration more rapidly? Explain.

Question 29

What is the major product of the following reaction?

Question 30

What is the major product of the following reaction?

Question 31

What is the major product of the following reaction?

Question 32

Why are certain arene oxides carcinogenic?

Question 33

What is the major product of the following reaction?

Question 34

What is the major product of the following reaction?

Question 35

Draw the major product formed when naphthalene oxide undergoes rearrangement in the
presence of water, and explain why it is the major product.

Question 36

What is the major product of the following reaction?

Question 37

What is the product of the following reaction?

Question 38

What is the major product of the following reaction?

Question 39

What are the major products of the following reaction?