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Which of the following alkanes has the highest boiling point?


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

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

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Which of the following cycloalkanes has the least ring strain?


A) cyclopropane
B) cyclopentane
C) cyclohexane
D) cycloheptane

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

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Which of the following cycloalkanes has the largest heat of combustion?


A) cyclopropane
B) cyclobutane
C) cyclopentane
D) cyclohexane

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

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The molecular formulas of neopentane and isobutane are _____ and _____, respectively.


A) C5H12; C4H8
B) C5H10; C4H10
C) C5H12; C4H11
D) C5H12; C4H10

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

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

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How many moles of molecular oxygen (O2) are consumed in the complete combustion of one mole of octane (C8H18) ?


A) 12.5
B) 13
C) 17
D) 26

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

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Which of the following compounds has only 1° and 3° carbon atoms?


A) hexane
B) 2-methylpentane
C) 3-methylpentane
D) 2,3-dimethylbutane

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

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What is the approximate dihedral angle between the two chlorine atoms in the diaxial conformation of trans-1,2-dichlorocyclohexane?


A) 0°
B) 60°
C) 120°
D) 180°

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

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3-methylhexylcyclopentane represents a correct IUPAC name.

A) True
B) False

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

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What is the correct assignment of common names for the following molecules? i. CH3CH2CH2CH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3} ii. \quadCH3\mathrm{CH}_{3} \quad\quad | CH3CHCH3\mathrm{CH}_{3} \mathrm{CHCH}_{3} iii. CH3\mathrm{CH}_{3} \quad\quad | CH3CCH3\mathrm{CH}_{3} \mathrm{CCH}_{3} \quad\quad | \quadCH3\mathrm{CH}_{3}


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 B)
F) B) and D)

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Which of the following substituted cyclohexanes has the most negative value of ΔG° 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) None of the above
F) B) and C)

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What is the correct assignment of common names for the following molecules? i. CH3CH2CH2CH2CH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3} ii. \quad\quad\quadCH3\mathrm{CH}_{3} \quad\quad\quad\quad | CH3CH2CHCH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHCH}_{3} iii. CH3\mathrm{CH}_{3} \quad\quad | CH3CCH3\mathrm{CH}_{3} \mathrm{CCH}_{3} \quad\quad | \quadCH3\mathrm{CH}_{3}


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

E) All of the above
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)  2,2-dimethyl-4-ethylheptane B)  4-ethyl-2,2-dimethyl-heptane C)  6,6-dimethyl-4-ethylheptane D)  4-ethyl-6,6-dimethyl-heptane


A) 2,2-dimethyl-4-ethylheptane
B) 4-ethyl-2,2-dimethyl-heptane
C) 6,6-dimethyl-4-ethylheptane
D) 4-ethyl-6,6-dimethyl-heptane

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

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Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram. Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram.   ​   -Conformation D is represented by Roman numeral ____.Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram.   ​   -Conformation D is represented by Roman numeral ____. -Conformation D is represented by Roman numeral ____.

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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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3-ethyl-2-...

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Which of the following cycloalkanes has the largest heat of combustion per carbon atom?


A) cyclopropane
B) cyclopentane
C) cyclohexane
D) cycloheptane

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

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In which of the following compounds are all of the carbon atoms in the same plane?


A) cyclopropane
B) cyclobutane
C) cyclopentane
D) cyclohexane

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

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Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C2-C3 bond of butane. Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C2-C3 bond of butane.

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