Question 1

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

Accepted Answer

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

Question 2

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

Accepted Answer

A)   heptane
B)   decane
C)   undecane
D)   eicosaneE) B) and C)
F) A) and B) C

Question 3

Which of the following statements is not true?

Accepted Answer

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

Question 4

What is the correct assignment of common names for the following molecules?

Accepted Answer

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

Question 5

What is the IUPAC name of the following compound?

Accepted Answer

The answer of What is the IUPAC name of the...

Question 6

Which of the following structures represents trans-1,3-dimethylcyclohexane?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and C)
F) None of the above

Question 7

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

Accepted Answer

Question 8

Which of the following is the most stable conformation of cis-1-isopropyl-3-methylcyclohexane?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and B)
F) B) and D)

Question 9

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

Accepted Answer

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 energyE) A) and B)
F) A) and D)

Question 10

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

Accepted Answer

The answer of Provide a neatly drawn plot of energy...

Question 11

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

Accepted Answer

A)   cyclopropane
B)   cyclopentane
C)   cyclohexane
D)   cycloheptaneE) None of the above
F) C) and D)

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

butanone

Question 13

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

Accepted Answer

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

Question 14

What is the IUPAC name of the following compound?

Accepted Answer

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-heptaneE) A) and D)
F) None of the above

Question 15

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?

Accepted Answer

A)   methylcyclohexane
B)   chlorocyclohexane
C)   isopropylcyclohexane
D)   ethynylcyclohexane E) A) and B)
F) B) and D)

Question 16

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

Accepted Answer

A)   2
B)   3
C)   4
D)   5E) A) and B)
F) All of the above

Question 17

What is the IUPAC name of the following compound?

Accepted Answer

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]heptaneE) A) and B)
F) C) and D)

Question 18

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

Accepted Answer

Question 19

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

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) All of the above
F) A) and B)

Question 20

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

Accepted Answer

A)   hexane
B)   heptane
C)   decane
D)   undecaneE) B) and C)
F) None of the above

Exam 2: Alkanes and Cycloalkanes

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedC

Which of the following statements is not true?

Correct AnswerverifiedB

What is the correct assignment of common names for the following molecules?

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

Which of the following structures represents trans-1,3-dimethylcyclohexane?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following is the most stable conformation of cis-1-isopropyl-3-methylcyclohexane?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct Answerverifiedbutanone

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

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

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?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

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

Correct AnswerverifiedShow Answer

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

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C

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B

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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.

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butanone

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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?

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

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

Correct Answer
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