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What is the approximate dihedral angle between the two chlorine atoms in cis-1,2-dichlorocyclohexane?


A) 0 °\degree
B) 60 °\degree
C) 120 °\degree
D) 180 °\degree

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

Correct Answer

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Which of the following statements is not true regarding the conformation of substituted cyclohexanes?


A) ring inversion of cyclohexane between two chair conformations takes place via a boat conformation
B) substituted cyclohexanes are destabilized by 1,3-diaxial interactions
C) the boat conformation of cyclohexane is usually more stable than the chair conformation
D) the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy

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

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Which of the following statements is not true?


A) Combustion of an alkane is an exothermic reaction.
B) The heat of combustion of propane is three times that of methane.
C) The constitutional isomers of C7H16 have different heats of combustion from one another
D) The products of combustion of an alkane are H2O and CO2.

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

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B

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

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How many constitutional isomers are there with the molecular formula C4H10?


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

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

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What is the name of the linear hydrocarbon with the molecular formula C11H24?


A) heptane
B) decane
C) undecane
D) eicosane

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

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C

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 = 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


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

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


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

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

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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) methylcyclohexane
B) chlorocyclohexane
C) isopropylcyclohexane
D) ethynylcyclohexane

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

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Provide a Newman projection of the most stable conformation of 2-methylpentane, (CH3)2CHCH2CH2CH3, looking along the C2-C3 bond

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Which of the following structures represents trans-1,3-dimethylcyclohexane? Which of the following structures represents trans-1,3-dimethylcyclohexane? A) 1 B) 2 C) 3 D) 4


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

E) None of the above
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?

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butanone

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


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

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

Correct Answer

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Which of the following structures is different from the other three? Which of the following structures is different from the other three? 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

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


A) 0 °\degree
B) 60 °\degree
C) 120 °\degree
D) 180 °\degree

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

Correct Answer

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What is the name of the linear hydrocarbon with the molecular formula C7H16?


A) hexane
B) heptane
C) decane
D) undecane

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

Correct Answer

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Provide a Newman projection of the most stable conformation of 3-methylpentane, CH3CH2CH(CH3)CH2CH3 looking along the C2-C3 bond.

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound? A) 1-methylbicyclo[2.2.1]heptane B) 2-methylbicyclo[2.2.1]heptane C) 3-methylbicyclo[2.2.1]heptane D) 4-methylbicyclo[2.2.1]heptane


A) 1-methylbicyclo[2.2.1]heptane
B) 2-methylbicyclo[2.2.1]heptane
C) 3-methylbicyclo[2.2.1]heptane
D) 4-methylbicyclo[2.2.1]heptane

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

Correct Answer

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