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What type of mechanism accounts for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane?


A) SN1
B) SN2
C) E1
D) E2

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

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Which of the following synthetic routes is used in industry to provide epichlorohydrin? Which of the following synthetic routes is used in industry to provide epichlorohydrin? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following are thiols? Which of the following are thiols? A) only 1 B) only 1 and 4 C) only 2 and 3 D) 1, 2, 3 and 4


A) only 1
B) only 1 and 4
C) only 2 and 3
D) 1, 2, 3 and 4

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

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

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What is the correct assignment of the names of the following ethers? What is the correct assignment of the names of the following ethers? A) 1 = oxirane; 2 = oxetane; 3= oxolane B) 1 = oxetane; 2 = oxirane; 3= oxane C) 1 = oxane; 2 = oxetane; 3= dioxane D) 1 = oxirane; 2 = oxolane; 3= oxetane


A) 1 = oxirane; 2 = oxetane; 3= oxolane
B) 1 = oxetane; 2 = oxirane; 3= oxane
C) 1 = oxane; 2 = oxetane; 3= dioxane
D) 1 = oxirane; 2 = oxolane; 3= oxetane

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

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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What is the name of the following compound? What is the name of the following compound? A) 6-crown-12 B) 12-crown-6 C) 18-crown-12 D) 18-crown-6


A) 6-crown-12
B) 12-crown-6
C) 18-crown-12
D) 18-crown-6

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

Correct Answer

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Which of the following statements are true? 1.ethanol is more soluble in water than dimethyl ether 2.ethanol has a higher boiling point than dimethyl ether 3.ethanol has the same molecular weight as dimethyl ether


A) only 1
B) only 1 and 2
C) only 1 and 3
D) 1, 2 and 3

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

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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) 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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What would be the best choice of reagent(s) to perform the following transformation? What would be the best choice of reagent(s) to perform the following transformation? A) H<sub>3</sub>O<sup>+</sup> B) H<sub>2</sub>O, NaOH C) LiAlH<sub>4</sub> followed by H<sub>3</sub>O<sup>+</sup> D) H<sub>2</sub>O<sub>2</sub>


A) H3O+
B) H2O, NaOH
C) LiAlH4 followed by H3O+
D) H2O2

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

Correct Answer

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What type of reactive intermediate is formed in the reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide?


A) tert-butyl anion
B) tert-butoxide
C) tert-butyl radical
D) tert-butyl cation

E) C) and D)
F) None 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?

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dicyclopen...

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Provide the structures of the sodium alkoxide and the alkyl iodide that would be the best starting materials for the preparation of the following compound by a Williamson ether synthesis. Provide the structures of the sodium alkoxide and the alkyl iodide that would be the best starting materials for the preparation of the following compound by a Williamson ether synthesis.

Correct Answer

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s) to perform the following transformation? A) CH<sub>3</sub>MgBr; followed by H<sub>3</sub>O<sup>+</sup> B) H<sub>2</sub>O, NaOH C) LiAlH<sub>4</sub> followed by H<sub>3</sub>O<sup>+</sup> D) KMnO4


A) CH3MgBr; followed by H3O+
B) H2O, NaOH
C) LiAlH4 followed by H3O+
D) KMnO4

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

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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following are epoxides? Which of the following are epoxides? A) only 2 and 3 B) only 3 and 4 C) only 2, 3 and 4 D) 1, 2, 3 and 4


A) only 2 and 3
B) only 3 and 4
C) only 2, 3 and 4
D) 1, 2, 3 and 4

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

Correct Answer

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Which of the following general structures can be made by sequential reaction of epichlorohydrin with appropriate nucleophiles? Which of the following general structures can be made by sequential reaction of epichlorohydrin with appropriate nucleophiles? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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