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Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C-C bond of ethane. Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C-C bond of ethane.

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Which of the following compounds can adopt a chair conformation in which there are no axial methyl groups?


A) cis-1,2-dimethylcyclohexane
B) cis-1,3-dimethylcyclohexane
C) trans-1,3-dimethylcyclohexane
D) cis-1,4-dimethylcyclohexane

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

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Which of the following undergoes the most exothermic combustion?


A) octane
B) 2-methylheptane
C) 2,2-dimethylhexane
D) 2,2,3,3-tetramethylbutane

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

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Which one of the following structures represents a different compound from the other three? Which one of the following structures represents a different compound from the other three?   A)  1 B)  2 C)  3 D)  4


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

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

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Which of the following is the most stable conformation of trans-1-ethyl-3-methylcyclohexane? Which of the following is the most stable conformation of trans-1-ethyl-3-methylcyclohexane?   A)  1 B)  2 C)  3 D)  4


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

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

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How many constitutional isomers are there with the molecular formula C5H12?


A) 2
B) 3
C) 4
D) 5

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

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Which of the following Newman projections represents 2,4-dimethylpentane? Which of the following Newman projections represents 2,4-dimethylpentane?   A)  1 B)  2 C)  3 D)  4


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

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

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What is the approximate C-C-C bond angle in propane?


A) 90 °\degree
B) 109 °\degree
C) 120 °\degree
D) 180 °\degree

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

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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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2,4,4-trim...

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?   A)  bicyclo[5.4.3]octane B)  bicyclo[3.2.1]octane C)  bicyclo[3.2.1]hexane D)  bicyclo[2.2.1]octane


A) bicyclo[5.4.3]octane
B) bicyclo[3.2.1]octane
C) bicyclo[3.2.1]hexane
D) bicyclo[2.2.1]octane

E) A) and B)
F) B) 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)  bicyclo[4.3]nonane B)  bicyclo[4.3.0]nonane C)  bicyclo[6.5]nonane D)  bicyclo[6.5.0]nonane


A) bicyclo[4.3]nonane
B) bicyclo[4.3.0]nonane
C) bicyclo[6.5]nonane
D) bicyclo[6.5.0]nonane

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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cis-1-tert...

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What is the correct assignment of common names for the following molecules? What is the correct assignment of common names for the following molecules?   A)  i = butane; ii = neopentane; iii = isopentane B)  i = neobutane; ii = isobutane; iii = pentane C)  i = butane; ii = isobutane; iii = isopentane D)  i = butane; ii = isobutane; iii = neopentane


A) i = butane; ii = neopentane; iii = isopentane
B) i = neobutane; ii = isobutane; iii = pentane
C) i = butane; ii = isobutane; iii = isopentane
D) i = butane; ii = isobutane; iii = neopentane

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

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Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane? Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane?   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? What is the IUPAC name of the following compound?   A)  trans-1-isopropyl-4-methylcyclohexane B)  cis-1-isopropyl-4-methylcyclohexane C)  cis-2-isopropyl-5-methylcyclohexane D)  cis-1-tert-butyl-4-methylcyclohexane


A) trans-1-isopropyl-4-methylcyclohexane
B) cis-1-isopropyl-4-methylcyclohexane
C) cis-2-isopropyl-5-methylcyclohexane
D) cis-1-tert-butyl-4-methylcyclohexane

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

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Which of the following substituted cyclohexanes has the most negative value of DG °\degree for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?


A) fluorocyclohexane
B) methylcyclohexane
C) ethylcyclohexane
D) tert-butylcyclohexane

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

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Which of the following alkanes has the highest boiling point?


A) propane
B) butane
C) pentane
D) hexane

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

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How many moles of molecular oxygen (O2) are consumed in the complete combustion of one mole of hexane (C6H14) ?


A) 6
B) 9.5
C) 12.5
D) 14

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

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Which of the following Newman projections does not represent 2-methylhexane? Which of the following Newman projections does not represent 2-methylhexane?   A)  1 B)  2 C)  3 D)  4


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

E) A) and B)
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)  3-propylpentane B)  1,1-diethylpropane C)  3-ethylhexane D)  isooctane


A) 3-propylpentane
B) 1,1-diethylpropane
C) 3-ethylhexane
D) isooctane

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

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