Question 1

Which of the following cyclic alkanes can be ring-opened under hydrogenation conditions?

Accepted Answer

A)   cyclopropane
B)   cyclobutane
C)   cyclopentane
D)   cyclohexane
E)   more than one of theseF) A) and E)
G) B) and E)

Question 2

What is the correct structure of 2-methyl-1,3-butadiene?

Accepted Answer

A)  
B)  
C)  
D)  
E)   None of the above.F) C) and D)
G) A) and D)

Question 3

Which of the following statements about conformations of methylcyclohexane is true?

Accepted Answer

A)   The energy barrier to interconvert these is too high to be achieved at room temperature.
B)   The two forms are in equilibrium and are present in equal amounts at room temperature.
C)   The two forms are not in equilibrium but are present in equal amounts at room temperature.
D)   The two forms are in equilibrium but are not present in equal amounts at room temperature.
E)   The two forms are not in equilibrium and are not present in equal amounts at room temperature.F) A) and B)
G) All of the above

Question 4

Cyclohexanes exhibit a higher_______than their straight-chain analogs.(Choose the correct answer)

Accepted Answer

A)   boiling point
B)   melting point
C)   density
D)   All of these are correct.
E)   Two of these are correct.F) B) and D)
G) A) and E)

Question 5

Which one of the following cyclic alkanes has the greatest tendency to have a planar ring?

Accepted Answer

A)   cyclopropane
B)   cyclobutane
C)   cyclopentane
D)   cyclohexane
E)   None of the above are planar.F) B) and E)
G) C) and D) A

Question 6

What is the correct name for the following molecule?

Accepted Answer

A)   1-chloro-2-methyl-4-propylcyclopentane
B)   2-chloro-1-methyl-4-propylcyclopentane
C)   1-chloro-5-methyl-3-propylcyclopentane
D)   5-methyl-1-chloro-3-propylcylopentane
E)   1-chloro-3-propyl-5-methylcyclopentaneF) B) and E)
G) C) and D) A

Question 7

Which of the following could be classified as a terpene?

Accepted Answer

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

Question 8

Which of the following correctly shows the Newman projection along a C-C bond in cyclohexane? (the squiggles indicate where the rest of the ring is attached)

Accepted Answer

A)   A
B)   B
C)   C
D)   D
E)   EF) A) and B)
G) B) and D)

Question 9

Steroids frequently function as _____________,which are regulators of biochemical activity.

Accepted Answer

A)   proteins
B)   nucleic acids
C)   hormones
D)   fatty acids
E)   triglyceridesF) C) and D)
G) A) and E)

Question 10

The most stable conformation of cis-1,3-dimethylcyclohexane has how many hydrogen atoms in axial positions?

Accepted Answer

A)   4
B)   5
C)   6
D)   8
E)   None of the above.F) A) and B)
G) None of the above

Question 11

What would be the name of the following?

Accepted Answer

A)   5-cyclopentyl-1-methylcyclononane
B)   cis-1-cyclopentyl-5-methylcyclodecane
C)   cis-5-methyl-1-cyclopentylcyclododecane
D)   trans-cyclopentyl-5-methylcyclodecane
E)   (5-methylcyclodecyl) cyclopentaneF) All of the above
G) B) and C)

Question 12

Terpenes can be considered to be built up from what units?

Accepted Answer

A)  
B)  
C)  
D)  
E)  F) A) and B)
G) All of the above E

Question 13

Which of the following compounds has the lowest heat of combustion per CH2 group?

Accepted Answer

A)   cyclopropane
B)   cyclobutane
C)   cyclopentane
D)   cyclohexane
E)   All have equal Hcombustion.F) B) and E)
G) A) and C)

Question 14

Which of the following compounds has the highest heat of combustion per CH2 group?

Accepted Answer

A)   cyclopropane
B)   cyclobutane
C)   cyclopentane
D)   cyclohexane
E)   All have equal Hcombustion.F) A) and D)
G) A) and E)

Question 15

What is the most stable conformation of trans-1-fluoro-4-methylcyclohexane?

Accepted Answer

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

Question 16

Which of the following ring systems belongs to the class of compounds called steroids?

Accepted Answer

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

Question 17

Which of the following isomers would you expect to have the lowest heat of combustion? (i.e.,be most stable)

Accepted Answer

A)   cis-1,2-dimethylcyclohexane
B)   trans-1,3-dimethylcyclohexane
C)   cis-1,4-dimethylcyclohexane
D)   cis-1,3-dimethylcyclohexane
E)   All should have the same heat of combustion.F) A) and D)
G) C) and D)

Question 18

Which of the following structures represent cis-1,4-dimethylcyclohexane?

Accepted Answer

A)   I & II
B)   I & III
C)   II & III
D)   All of the above.
E)   None of the above.F) C) and E)
G) C) and D)

Question 19

What would be the proper name of the following:

Accepted Answer

A)   cis-1-tert-butyl-4-methylcyclohexane
B)   trans-1-tert-butyl-4-methylcyclohexane
C)   axial,equatorial-1-tert-butyl-4-methylcyclohexane
D)   cis-1-isopropyl-4-methylcyclohexane
E)   trans-1-isopropyl-4-methylcyclohexaneF) None of the above
G) C) and D)

Question 20

What is the correct IUPAC name for the following molecule:

Accepted Answer

A)   1-ethyl-2-methylhexane
B)   2-ethyl-1-methylcycloheptane
C)   4-ethyl-5-methylcyclohexane
D)   1-ethyl-2-methylcyclohexane
E)   1-methyloctaneF) B) and E)
G) A) and E)

Exam 4: Cycloalkanes

Which of the following cyclic alkanes can be ring-opened under hydrogenation conditions?

Correct AnswerverifiedShow Answer

What is the correct structure of 2-methyl-1,3-butadiene?

Correct AnswerverifiedShow Answer

Which of the following statements about conformations of methylcyclohexane is true?

Correct AnswerverifiedShow Answer

Cyclohexanes exhibit a higher_______than their straight-chain analogs.(Choose the correct answer)

Correct AnswerverifiedShow Answer

Which one of the following cyclic alkanes has the greatest tendency to have a planar ring?

Correct AnswerverifiedA

What is the correct name for the following molecule?

Correct AnswerverifiedA

Which of the following could be classified as a terpene?

Correct AnswerverifiedShow Answer

Which of the following correctly shows the Newman projection along a C-C bond in cyclohexane? (the squiggles indicate where the rest of the ring is attached)

Correct AnswerverifiedShow Answer

Steroids frequently function as _____________,which are regulators of biochemical activity.

Correct AnswerverifiedShow Answer

The most stable conformation of cis-1,3-dimethylcyclohexane has how many hydrogen atoms in axial positions?

Correct AnswerverifiedShow Answer

What would be the name of the following?

Correct AnswerverifiedShow Answer

Terpenes can be considered to be built up from what units?

Correct AnswerverifiedE

Which of the following compounds has the lowest heat of combustion per CH2 group?

Correct AnswerverifiedShow Answer

Which of the following compounds has the highest heat of combustion per CH2 group?

Correct AnswerverifiedShow Answer

What is the most stable conformation of trans-1-fluoro-4-methylcyclohexane?

Correct AnswerverifiedShow Answer

Which of the following ring systems belongs to the class of compounds called steroids?

Correct AnswerverifiedShow Answer

Which of the following isomers would you expect to have the lowest heat of combustion? (i.e.,be most stable)

Correct AnswerverifiedShow Answer

Which of the following structures represent cis-1,4-dimethylcyclohexane?

Correct AnswerverifiedShow Answer

What would be the proper name of the following:

Correct AnswerverifiedShow Answer

What is the correct IUPAC name for the following molecule:

Correct AnswerverifiedShow Answer

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E

Which of the following compounds has the lowest heat of combustion per CH₂ group?

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Which of the following compounds has the highest heat of combustion per CH₂ group?

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