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What is the IUPAC of the following compound? What is the IUPAC of the following compound?   A) Ethoxyoctane B) 5-Ethoxyoctane C) 4-Ethoxyoctane D) Ethyl octyl ether


A) Ethoxyoctane
B) 5-Ethoxyoctane
C) 4-Ethoxyoctane
D) Ethyl octyl ether

E) A) and B)
F) A) and C)

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Which of the following alcohols is most likely to yield a carbocation that is susceptible to rearrangements? Which of the following alcohols is most likely to yield a carbocation that is susceptible to rearrangements?   A) I B) II C) III D) IV


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

E) A) and B)
F) A) and C)

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A) 3-Ethyl-5-methylcyclohexanethiol B) 3-Ethyl-5-methylcyclohexane-1-thiol C) 5-Ethyl-2-methylcyclohexanethiol D) 5-Ethyl-2-methylcyclohexylthiol


A) 3-Ethyl-5-methylcyclohexanethiol
B) 3-Ethyl-5-methylcyclohexane-1-thiol
C) 5-Ethyl-2-methylcyclohexanethiol
D) 5-Ethyl-2-methylcyclohexylthiol

E) B) and C)
F) A) and B)

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Which of the following compounds is (are) symmetrical ethers? Which of the following compounds is (are) symmetrical ethers?   A) Only I B) Only IV C) Only III and IV D) Only I,III,and IV


A) Only I
B) Only IV
C) Only III and IV
D) Only I,III,and IV

E) A) and B)
F) A) and D)

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B

Which of the following reactions will provide the best yield of ether by the Williamson ether synthesis?


A) Sodium methoxide and tert-butyl bromide.
B) Sodium tert-butoxide and iodomethane.
C) Methanol and tert-butyl alcohol in the presence of KOH.
D) Iodomethane and tert-butyl bromide in the presence of KOH.

E) A) and B)
F) A) and C)

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What is the major product of the following reaction? What is the major product of the following reaction?   A) I B) II C) III D) IV


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

E) B) and D)
F) A) and B)

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Which of the following would be a reasonable synthesis of 2-butanol? Which of the following would be a reasonable synthesis of 2-butanol?   A) I B) II C) III D) IV


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

E) None of the above
F) All of the above

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A

What is the common name of the following compound? What is the common name of the following compound?   A) Isobutyl isopropyl ether B) Diisobutyl ether C) Di-sec-butyl ether D) Diisopropyl ether


A) Isobutyl isopropyl ether
B) Diisobutyl ether
C) Di-sec-butyl ether
D) Diisopropyl ether

E) A) and C)
F) All of the above

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A) (2R,4R) -4-chloro-2-pentanol B) (2R,4S) -4-chloro-2-pentanol C) (2S,4R) -4-chloro-2-pentanol D) (2S,4S) -4-chloro-2-pentanol


A) (2R,4R) -4-chloro-2-pentanol
B) (2R,4S) -4-chloro-2-pentanol
C) (2S,4R) -4-chloro-2-pentanol
D) (2S,4S) -4-chloro-2-pentanol

E) B) and D)
F) A) and C)

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Which of the following compounds has the highest boiling point? Which of the following compounds has the highest boiling point?   A) I B) II C) III D) IV


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

E) B) and C)
F) None of the above

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Which of the following statements about a crown ether-cation complex is not true?


A) It is a host-guest complex.
B) The crown ether is the guest and the cation is the host.
C) The crown ether is the host and the cation is the guest.
D) The host-guest complex is soluble in nonpolar solvents.

E) None of the above
F) A) and B)

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B

Which of the following reactions will provide the best yield of ether by the Williamson ether synthesis?


A) Bromobenzene and sodium methoxide
B) Phenol and sodium methoxide
C) Bromobenzene and bromomethane
D) Sodium phenoxide and bromomethane

E) All of the above
F) B) and D)

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What is the major alkene formed when compound A is dehydrated with H2SO4? What is the major alkene formed when compound A is dehydrated with H<sub>2</sub>SO<sub>4</sub>?   A) I B) II C) III D) IV


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

E) None of the above
F) B) and D)

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Which of the following compounds are ethers? Which of the following compounds are ethers?   A) Only I and II B) Only III and IV C) Only I,II,and III D) I,II,III,and IV


A) Only I and II
B) Only III and IV
C) Only I,II,and III
D) I,II,III,and IV

E) None of the above
F) A) and B)

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What is the major organic product(s) obtained in the following reaction? What is the major organic product(s) obtained in the following reaction?   A) I B) II C) III D) I and II


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

E) All of the above
F) A) and B)

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Which of the following compounds are epoxides? Which of the following compounds are epoxides?   A) Only I and III B) Only III and IV C) Only I,III,and IV D) I,II,III,and IV


A) Only I and III
B) Only III and IV
C) Only I,III,and IV
D) I,II,III,and IV

E) A) and D)
F) A) and B)

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Rank the alcohols in order of increasing reactivity when dehydrated with H2SO4,putting the least reactive first. Rank the alcohols in order of increasing reactivity when dehydrated with H<sub>2</sub>SO<sub>4</sub>,putting the least reactive first.   A) I < III < II B) I < II < III C) II < III < I D) III < II < I


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

E) A) and B)
F) C) and D)

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Determine the product in the following reaction (ignoring possible stereoisomers) . Determine the product in the following reaction (ignoring possible stereoisomers) .   A) I B) II C) III D) IV


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

E) A) and B)
F) A) and C)

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What is the common name of the following compound? What is the common name of the following compound?   A) Methyl sec-butyl ether B) Isobutyl methyl ether C) sec-Butyl methyl ether D) Butyl methyl ether


A) Methyl sec-butyl ether
B) Isobutyl methyl ether
C) sec-Butyl methyl ether
D) Butyl methyl ether

E) C) and D)
F) B) and C)

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A) 5-Ethylthio-4-isopropylpentane B) 1-Ethylthio-3-methyl-2-propylbutane C) 1-Ethylthio-2-isopropylpentane D) Isooctylthioethane


A) 5-Ethylthio-4-isopropylpentane
B) 1-Ethylthio-3-methyl-2-propylbutane
C) 1-Ethylthio-2-isopropylpentane
D) Isooctylthioethane

E) All of the above
F) A) and B)

Correct Answer

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