뒤로
Bruice 8th EditionCh. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds문제 1
Why are NH3 and CH3NH2 no longer nucleophiles when they are protonated?
문제 3
Explain the difference in reactivity between CH3O+H2 and CH3OH in a nucleophilic substitution reaction. (The pKa of H3O+ is −1.7.)
문제 5a
Explain how 1-butanol can be converted into the following compounds:
a.
문제 5b
Explain how 1-butanol can be converted into the following compounds:
b.
문제 6a
What is the major product of each of the following reactions?
a.
문제 6b
What is the major product of each of the following reactions?
b.
문제 6c
What is the major product of each of the following reactions?
c.
문제 6d
What is the major product of each of the following reactions?
d.
문제 8a
What stereoisomers does the following reaction form?
문제 9a,b
What stereoisomers do the following reactions form?
a.
b.
문제 9c,d
What stereoisomers do the following reactions form?
c.
d.
- Fill in each box with the appropriate reagent: b.
문제 10
문제 11a
What stereoisomers do the following reactions form?
a.
문제 11b
What stereoisomers do the following reactions form?
b.
문제 11c
What stereoisomers do the following reactions form?
c.
문제 11d
What stereoisomers do the following reactions form?
d.
문제 12a
Show how 1-propanol can be converted into the following compounds by means of a sulfonate ester:
a. CH3CH2CH2SCH2CH3
문제 12b
Show how 1-propanol can be converted into the following compounds by means of a sulfonate ester:
b.
문제 13
Which of the following alcohols dehydrates the fastest when heated with acid?
문제 14a
What is the major product obtained when each of the following alcohols is heated in the presence of H2SO4?
a.
문제 14(b)
What is the major product obtained when each of the following alcohols is heated in the presence of H2SO4?
b.
문제 15a
Heating an alcohol with sulfuric acid is a good way to prepare a symmetrical ether such as diethyl ether.
a. Explain why it is not a good way to prepare an unsymmetrical ether such as ethyl propyl ether.
문제 15b
Heating an alcohol with sulfuric acid is a good way to prepare a symmetrical ether such as diethyl ether.
b. How would you synthesize ethyl propyl ether?
문제 16a
Propose a mechanism for each of the following reactions:
a.
문제 18
Explain why the following alcohols, when heated with acid, form the same alkene.
문제 19a
What stereoisomers are formed in the following reactions? Which stereoisomer is the major product?
a. the acid-catalyzed dehydration of 1-pentanol to 2-pentene
문제 19b
What stereoisomers are formed in the following reactions? Which stereoisomer is the major product?
b. the acid-catalyzed dehydration of 3,4-dimethyl-3-hexanol to 3,4-dimethyl-3-hexene
문제 20
If the compound shown in the margin is heated in the presence of H2SO4,
a. what constitutional isomer would be formed in greatest yield?
b. what stereoisomer would be formed in greater yield?
문제 21a,b
What alcohol would you treat with phosphorus oxychloride and pyridine to form each of the following alkenes?
a.
b.
문제 22a(1,2,3)
What product is obtained from the reaction of each of the following alcohols with
a. H2CrO4?
1. 3-pentanol
2. 1-pentanol
3. 2-methyl-2-pentanol
