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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) C) and D)

Correct Answer

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Which of the following alcohols reacts the fastest with HCl to give the corresponding alkyl halide? Which of the following alcohols reacts the fastest with HCl to give the corresponding alkyl halide? A) I B) II C) III D) IV


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

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

Correct Answer

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


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

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

Correct Answer

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

Correct Answer

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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) All of the above
F) C) and D)

Correct Answer

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What are the major products obtained upon treatment of methyl phenyl ether with excess HBr?


A) Phenol and bromomethane
B) Phenol and methanol
C) Bromobenzene and bromomethane
D) Bromobenzene and methanol

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

Correct Answer

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Which of the following statements about the reaction of ethers with strong acids is true?


A) HCl,HBr,and HI can all be used.
B) The mechanism of ether cleavage is SN1 only.
C) The mechanism of ether cleavage is SN2 only.
D) The mechanism of ether cleavage is SN1 and SN2.

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

Correct Answer

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D

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


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

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

Correct Answer

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

Correct Answer

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What is the best choice of reagent to accomplish the following transformation? What is the best choice of reagent to accomplish the following transformation? A) HCl B) SOCl<sub>2</sub>,pyridine C) Cl<sub>2</sub> D) H<sub>3</sub>O<sup>+</sup>,H<sub>2</sub>O


A) HCl
B) SOCl2,pyridine
C) Cl2
D) H3O+,H2O

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

Correct Answer

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B

What are the major products obtained upon treatment of tert-butyl methyl ether with excess HI?


A) tert-Butyl alcohol and iodomethane
B) tert-Butyl iodide and iodomethane
C) tert-Butyl alcohol and methanol
D) tert-Butyl iodide and methanol

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

Correct Answer

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What is the IUPAC of the following compound? What is the IUPAC of the following compound? A) (S) -2,2-Dimethyl-3-pentanol B) (R) -2,2-Dimethyl-3-pentanol C) (R) -4,4-Dimethyl-3-pentanol D) (S) -1-tert-Butyl-1-propanol


A) (S) -2,2-Dimethyl-3-pentanol
B) (R) -2,2-Dimethyl-3-pentanol
C) (R) -4,4-Dimethyl-3-pentanol
D) (S) -1-tert-Butyl-1-propanol

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

Correct Answer

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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 D)
F) None of the above

Correct Answer

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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)

Correct Answer

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

Correct Answer

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Which of the following compounds is (are) secondary alcohols? Which of the following compounds is (are) secondary alcohols? A) Only I B) Only II C) Only II and III D) Only III and IV


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

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

Correct Answer

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What is the common name of the following compound? What is the common name of the following compound? A) Methyl vinyl ether B) Allyl methyl ether C) Propenyl methyl ether D) Methylene propylene ether


A) Methyl vinyl ether
B) Allyl methyl ether
C) Propenyl methyl ether
D) Methylene propylene ether

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

Correct Answer

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What is the major organic product obtained from the following sequence of reactions? What is the major organic product obtained from the following sequence of reactions? A) 2-Methyl-1-butene B) 3-Methyl-3-butene C) 1-Chloro-2-methylbutane D) 1-Bromo-2-methylbutane


A) 2-Methyl-1-butene
B) 3-Methyl-3-butene
C) 1-Chloro-2-methylbutane
D) 1-Bromo-2-methylbutane

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

Correct Answer

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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) All of the above

Correct Answer

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What is the best choice of reagent to accomplish the following transformation? What is the best choice of reagent to accomplish the following transformation? A) TsCl,pyridine B) POCl<sub>3</sub>,pyridine C) HCl,ZnCl<sub>2</sub> D) NaOH


A) TsCl,pyridine
B) POCl3,pyridine
C) HCl,ZnCl2
D) NaOH

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

Correct Answer

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B

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