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Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene?


A) methanol
B) ethanol
C) 2-propanol
D) 2-methyl-2-propanol

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

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


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

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

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What is the best choice of reagent to achieve the following transformation? What is the best choice of reagent to achieve the following transformation? A) CrO<sub>3</sub> B) NaOH C) PCC D) HIO<sub>4</sub>


A) CrO3
B) NaOH
C) PCC
D) HIO4

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

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Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene? Which of the following alcohols undergoes the most rapid dehydration upon treatment with H<sub>2</sub>SO<sub>4</sub> to give an alkene? A) 1 B) 2 C) 3 D) 4


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

E) C) and D)
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?

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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?

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

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What is the IUPAC name of the following compound (shown as a Fischer projection)? What is the IUPAC name of the following compound (shown as a Fischer projection)?

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What is the IUPAC name of the following compound (shown as a Fischer projection)? What is the IUPAC name of the following compound (shown as a Fischer projection)?

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(1R,2R)-2...

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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?

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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?

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What is the best choice of reagent to perform the following transformation? What is the best choice of reagent to perform the following transformation? A) HCl B) NaOH C) HIO<sub>4</sub> D) PCC


A) HCl
B) NaOH
C) HIO4
D) PCC

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

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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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(R)-4-meth...

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

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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) ( \pm ) -2-azidopentane B) (R) -2-azidopentane C) (S) -2-azidopentane D) (S) -2-pentyl tosylate


A) ( ±\pm ) -2-azidopentane
B) (R) -2-azidopentane
C) (S) -2-azidopentane
D) (S) -2-pentyl tosylate

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

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Which of the following is/are primary (1 °\degree ) alcohols? Which of the following is/are primary (1 \degree ) alcohols? A) only 1 B) only 3 C) only 1 and 3 D) only 2, 3, and 4


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

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

Correct Answer

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What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3) 3CCH(OH) CH3, with sulfuric acid?


A) 3,3-dimethyl-1-butene
B) 2,3-dimethyl-1-butene
C) 2,3-dimethyl-2-butene
D) tert-butyl alcohol

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

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What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with H2SO4 to give methylpropene?


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

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

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