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57. Which of the following is the lowest energy conformer of the following
compound?
H
H
A. B. C. D.
HH
H
H
H
H
58. Which of the following is the lowest energy conformer of the following
compound?
H
HH
A. B. C. D.
H
H
H
H
H
H
H
HH
59. Which of the following is the highest energy conformer of the following
compound?
Cl Cl
H
HH
A. B. C. D.
H
Cl
H
H
H
Cl
H
H
H
Cl HH
60. Which of the following is the highest energy conformer of the following
compound?
H
H
A. B. C. D.
HH
H
H
H
H
61. Which of the following cycloalkanes has the most angle strain?
A. B. C. D.
62. Which of the following cycloalkanes has the least angle strain?
A. B. C. D.
63. Which of the following is the boat conformation of cyclohexane?
A. B. C. D.
64. Draw the chair conformation of cyclohexane.
65. Which of the following is the chair conformation of cyclohexane?
A. B. C. D.
66. Draw a chair conformation of methylcyclohexane.
67. Which of the following is a chair conformation of the following cyclohexane?
A. B. C. D.
68. Is the following labeled H axial or equatorial?
H
69. Draw a chair conformation of ethylcyclohexane with the ethyl group axial.
70. Draw a chair conformation of cyclohexane showing all of the equatorial H’s.
71. Which of the following contains an axial OH?
A. B. C. D.
HO OH
OH OH
72. Which of the following contains an equatorial OH?
A. B. C. D.
HO OH
OH OH
73. Draw both chair conformers for the following compound.
OH
74. Draw both chair conformers for the following compound.
75. Which is the most stable chair conformer of the following compound?
O
A. B. C. D.
O
OH
OO
76. Which is the most stable chair conformer of the following compound?
N
HA. B. C. D.
NH NH NH
NH2
77. Which is the least stable chair conformer of the following compound?
A. B. C. D.
78. Which is the least stable chair conformer of the following compound?
O O O
O
A. B. C. D.
O
O
O
O
O
O
79. Which is the other chair conformer of the following compound?
A. B. C. D.
80. Which is the other chair conformer of the following compound?
A. B. C. D.
81. Draw the other chair conformer of the following compound.
O
O
82. Draw the most stable chair conformer of the following compound.
SH
Difficulty Level: hard
83. Draw the most stable chair conformer of the following compound.
S
84. Draw the most stable chair conformer of the most stable isomer of 1,3,5-
trimethylcyclohexane.
85. Draw the most stable chair conformer of the most stable isomer of 1-ethyl-3-
isopropylcyclohexane.
86. Which of the following is the most stable conformer of the most stable isomer of
1,4-diethylcyclohexane?
A. B. C. D.
87. Which of the following is the least stable conformer of the most stable isomer of
1,4-diethylcyclohexane?
A. B. C. D.
88. Which of the following is the most stable conformer of the most stable isomer of
1,2,4-trimethylcyclohexane?
A. B. C. D.
89. Which of the following is the least stable conformer of the most stable isomer of
1,2,4-trimethylcyclohexane?
A. B. C. D.
90. Which of the following is the most stable chair conformation of the following
cyclohexane?
A. B. C. D.
91. Draw the most stable chair conformation of the following cyclohexane.
92. Draw the most stable chair conformation of the following cyclohexane.
93. Which of the following is the most stable conformer of the most stable isomer of
1-ethyl-2,4-dimethylcyclohexane?
A. B. C. D.
94. Which of the following is the least stable conformer of the most stable isomer of
1-ethyl-2,4-dimethylcyclohexane?
A. B. C. D.
95. Rank the following conformers of the isomers of 1-ethyl-2,4-
dimethylcyclohexane from most to least stable.
A. B. C. D.
96. Are the two substituents cis or trans?
A. trans
B. cis
C. neither
97. Are the two substituents cis or trans?
A. trans
B. cis
C. neither
98. Are the two substituents cis or trans?
A. trans
B. cis
C. neither
99. Are the two substituents cis or trans?
A. trans
B. cis
C. neither
100. Draw the most stable conformation of trans 1,4-diethylcyclohexane.
101. Draw the most stable chair conformer of cis 1,4-diethylcyclohexane.
102. Which is more stable?
A. B.
A. A
B. B
C. neither
103. Which is more stable?
A. B.
A. A
B. B
C. neither
104. Which is more stable?
A. B.
A. A
B. B
C. neither
105. Which of the following is the most stable isomer?
A. B. C. D.
106. Draw the lowest energy chair conformer of the most stable isomer of 4-
isopropyl-1,2-dimethylcyclohexane.
