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Which of the following has the highest boiling point?


A) pentane
B) methyl propyl ether
C) diethyl ether
D) 1-butanol

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

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What type of reactive intermediate is formed in the reaction of 2-methyl-2-hexanol with HBr to give 2-bromo-2-methylhexane?


A) an alkoxide
B) a tertiary cation
C) a tertiary radical
D) a tertiary anion

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

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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) B) and C)

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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 D)

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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) C) and D)

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(CH3)3COH would react faster than (CH3)2CHCH2OH under SN1 conditions.

A) True
B) False

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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 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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(1S,3S)-3-...

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What is the approximate C-C-O bond angle of ethanol?


A) 90 \circ
B) 109.5 \circ
C) 120 \circ
D) 180 \circ

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

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

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Which of the following is/are secondary (2 \circ ) alcohols?  Which of the following is/are secondary (2<sup> \circ </sup>)  alcohols?   A) only 1 B) only 3 C) only 2 and 4 D) 1, 2, 3 and 4


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

E) B) 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 upon heating a mixture of 2-methylcyclopentanol and 85% H3PO4?


A) 1-methylcyclopentene
B) 3-methylcyclopentene
C) 4-methylcyclopentene
D) methylenecyclopentene

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

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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) None of the above

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What is the approximate pKa value of ethanol?


A) -5
B) 5
C) 16
D) 25

E) B) and C)
F) A) 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) (E) -2-methyl-3-penten-2-ol B) (Z) -2-methyl-3-penten-2-ol C) (E) -4-methyl-2-penten-4-ol D) (Z) -2-methyl-4-penten-2-ol


A) (E) -2-methyl-3-penten-2-ol
B) (Z) -2-methyl-3-penten-2-ol
C) (E) -4-methyl-2-penten-4-ol
D) (Z) -2-methyl-4-penten-2-ol

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

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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) 1,6-hexanediol, HO(CH<sub>2</sub>) <sub>6</sub>OH B) hexanedial, OHC(CH<sub>2</sub>) <sub>4</sub>CHO C) hexanedioic acid, HO<sub>2</sub>C(CH<sub>2</sub>) <sub>4</sub>COOH D) cyclohexene


A) 1,6-hexanediol, HO(CH2) 6OH
B) hexanedial, OHC(CH2) 4CHO
C) hexanedioic acid, HO2C(CH2) 4COOH
D) cyclohexene

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

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

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