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Chapter 10: Reactions of Alcohols, Amine, Ethers, and Epoxides
Quizzes
Quiz 2
Quiz 2
This activity contains 13 questions.
Which of the following is a true statement?
Primary alcohols undergo S
N
2 reactions with HBr; secondary and tertiary alcohols undergo S
N
1 reactions with HBr.
Primary and secondary alcohols undergo S
N
2 reactions with HBr; tertiary alcohols undergo S
N
1 reactions with HBr.
Primary alcohols undergo S
N
1 reactions with HBr; secondary and tertiary alcohols undergo S
N
2 reactions with HBr.
Primary, secondary, and tertiary alcohols undergo S
N
2 reactions with HBr.
Primary, secondary, and tertiary alcohols undergo S
N
1 reactions with HBr.
What is the major product obtained when 1-methyl-3-cyclohexenol undergoes acid-catalyzed dehydration?
1-methyl-1,4-cyclohexadiene
1-methyl-1,3-cyclohexadiene
4-methylenecyclohexene
3-methyl-1,4-cyclohexadiene
4-methyl-1,3-cyclohexadiene
The mechanism by which alcohols undergo nucleophilic substitution reactions with hydrogen halides is dependent on which of the following?
a: the structure of the alcohol
b: the reaction temperature
c: the stability of the carbocation that would be formed
d: the concentration of the alkyl halide
a and c
Which of the following is a true statement?
2-Methyl-2,3-epoxybutane reacts with methanol/H
+
to form 3-methoxy-3-methyl-2-butanol, and reacts with methanol/CH
3
O
-
to form 3-methoxy-2-methyl-2-butanol.
2-Methyl-2,3-epoxybutane reacts with methanol/H
+
to form 3-methoxy-2-methyl-2-butanol, and reacts with methanol/CH
3
O
-
to form 3-methoxy-3-methyl-2-butanol.
2-Methyl-2,3-epoxybutane reacts with methanol/H
+
and with methanol/CH
3
O
-
to form 3-methoxy-3-methyl-2-butanol.
2-Methyl-2,3-epoxybutane reacts with methanol/H
+
to form 3-methoxy-3-methyl-2-butanol, and reacts with methanol/CH
3
O
-
to form 3-methoxy-2-methyl-1-butanol.
2-Methyl-2,3-epoxybutane reacts with methanol/H
+
to form 3-methoxy-2-methyl-1-butanol, and reacts with methanol/CH
3
O
-
to form 3-methoxy-2-methyl-2-butanol.
Which of the following is
not
a true statement?
Crown ethers are cyclic compounds with several ether linkages.
A polycyclic compound that is highly specific in its binding is called a cryptate.
The crown ether is called the host.
A crown ether can be used as a phase-transfer catalyst.
A crownguest complex is called an inclusion compound.
Which of the following ethers would be obtained in greatest yield directly from alcohols?
dipropyl ether
methyl propyl ether
ethyl methyl ether
ethyl propyl ether
tert
-butyl methyl ether
Alcohols cannot undergo nucleophilic substitution reactions with halide ions because
the halide ion is a stronger base than the OH leaving group of the alcohol.
the halide ion is a strong nucleophile.
the halide ion is a weaker base than the OH leaving group of the alcohol.
steric hindrance prevents the halide ion from approaching the back side of the carbon atom.
the halide ion is a poor nucleophile.
An alcohol can be converted to an alkene by
adding phosphorus oxychloride, which converts the OH group into a better leaving group.
adding pyridine, an acid that converts the OH group into a better leaving group.
adding a strong base which can remove the proton in the elimination reaction.
adding phosphorus oxychloride and pyridine; phosphorus oxychloride converts the OH group into a better leaving group and pyridine removes a proton in the elimination reaction.
adding pyridine and water.
Under basic conditions, where does a nucleophile attack 1,2-epoxybutane?
C-1
the oxygen atom
C-2
C-3
none of the above
Which of the following is
not
true about the acid-catalyzed dehydration of a secondary alcohol?
It is an irreversible reaction.
A carbocation is formed as an intermediate.
The first step is protonation of the oxygen.
The carbocation loses a proton from the carbon adjacent to the positively charged carbon that is bonded to the fewest hydrogens.
It is an E1 reaction.
What compound is formed when propanol is treated with PCC in dry methylene chloride?
propanal
propanone
propanoic acid
propane
propyl chloride
Which of the following alcohols will
not
be oxidized to a ketone?
a: 2-butanol
b: 1-butanol
c: 2-methyl-2-butanol
d: 2-pentanol
b and c
Which of the following alcohols would undergo acid-catalyzed dehydration most rapidly?
1-methylcyclohexanol
3-methylcyclohexanol
3-methyl-2-hexanol
2-methylcyclohexanol
4-methyl-2-hexanol
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