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How many signals will appear in the 13C NMR spectrum for the molecule shown here? How many signals will appear in the  <sup>13</sup>C NMR spectrum for the molecule shown here?   A)  2 B)  3 C)  4 D)  6 E)  8


A) 2
B) 3
C) 4
D) 6
E) 8

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Draw the most stable conformer of the molecule below in three dimensions. Draw the most stable conformer of the molecule below in three dimensions.

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Consider the two chair conformations of trans-1,3-dimethylcyclohexane. Which of the following statements is/are true? I. Keq=1 II. The molecule is chiral. III. The two chair conformations are enantiomers.


A) I
B) I, II
C) I, III
D) I, II, III
E) II, III

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Draw the ring flip of the structure shown here. Draw the ring flip of the structure shown here.

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Explain why the chair conformation of cyclohexane is considered to be strain free.

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In the chair conformation all ...

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Which pair are not chair flips of each other?


A) Which pair are not chair flips of each other? A)    B)    C)    D)    E)
B) Which pair are not chair flips of each other? A)    B)    C)    D)    E)
C) Which pair are not chair flips of each other? A)    B)    C)    D)    E)
D) Which pair are not chair flips of each other? A)    B)    C)    D)    E)
E) Which pair are not chair flips of each other? A)    B)    C)    D)    E)

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Draw both chair forms of cis-1,3-dimethylcyclohexane and identify all sources of strain in the less stable chair conformation.

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11ec7c40_93b9_a147_b10d_498c5ba4f1e1_TB3...

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Draw an energy versus conformation diagram for cyclohexane, showing all structures and their relative energy levels.

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Which of these cycloalkanes cannot relieve torsional strain?


A) cyclopropane
B) cyclobutane
C) cyclopentane
D) a and b
E) a and c

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Which of the structures shown here is a spiro ring system?


A) Which of the structures shown here is a spiro ring system?  A)     B)     C)    D)    E)
B) Which of the structures shown here is a spiro ring system?  A)     B)     C)    D)    E)
C) Which of the structures shown here is a spiro ring system?  A)     B)     C)    D)    E)
D) Which of the structures shown here is a spiro ring system?  A)     B)     C)    D)    E)
E) Which of the structures shown here is a spiro ring system?  A)     B)     C)    D)    E)

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Which of these structures represents the highest-energy conformation of cyclohexane?


A) Which of these structures represents the highest-energy conformation of cyclohexane?  A)    B)    C)    D)    E)
B) Which of these structures represents the highest-energy conformation of cyclohexane?  A)    B)    C)    D)    E)
C) Which of these structures represents the highest-energy conformation of cyclohexane?  A)    B)    C)    D)    E)
D) Which of these structures represents the highest-energy conformation of cyclohexane?  A)    B)    C)    D)    E)
E) Which of these structures represents the highest-energy conformation of cyclohexane?  A)    B)    C)    D)    E)

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Draw the two chair conformations of methylcyclohexane.Identify the more stable conformation and identify the source(s) of strain in the less stable chair conformation.

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blured image The more stable conformation is the one...

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Which of the following molecules is chiral?


A) cis-1,2-dimethylcyclopropane
B) trans-1,3-dimethylcyclobutane
C) cis-1,3-dimethylcyclohexane
D) trans-1,4-dimethylcyclohexane
E) trans-1,3-dimethylcyclohexane

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Draw the most stable chair conformation of 1 S, 2 R-1 -tert -butyl-2-methylcyclohexane.

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Select any and all words that correctly describe the relationship between groups A and B in the structure shown here. Select any and all words that correctly describe the relationship between groups A and B in the structure shown here.   I. anti II. gauche III. eclipsed IV. cis V. trans A)  I B)  II C)  III D)  I, IV E)  I, V I. anti II. gauche III. eclipsed IV. cis V. trans


A) I
B) II
C) III
D) I, IV
E) I, V

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Which equilibrium constant must be precisely equal to 1?


A) Which equilibrium constant must be precisely equal to 1?  A)    B)    C)    D)    E)
B) Which equilibrium constant must be precisely equal to 1?  A)    B)    C)    D)    E)
C) Which equilibrium constant must be precisely equal to 1?  A)    B)    C)    D)    E)
D) Which equilibrium constant must be precisely equal to 1?  A)    B)    C)    D)    E)
E) Which equilibrium constant must be precisely equal to 1?  A)    B)    C)    D)    E)

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Convert the chair structure shown to a flat bond-line drawing, using wedge-and-dash notation to show stereochemistry. Convert the chair structure shown to a flat bond-line drawing, using wedge-and-dash notation to show stereochemistry.

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Draw a bond line structure, showing stereochemistry with wedge-and-dash notation, for 1R, 2S, 4R-4-chloro- 1,2 -dimethylcyclohexane.

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What is the relationship between the two structures shown here? What is the relationship between the two structures shown here?   A)  They are enantiomeric conformations. B)  They are identical. C)  They are enantiomers. D)  They are diastereomers. E)  They are constitutional isomers.


A) They are enantiomeric conformations.
B) They are identical.
C) They are enantiomers.
D) They are diastereomers.
E) They are constitutional isomers.

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Draw the most stable chair conformation of this sugar. Draw the most stable chair conformation of this sugar.

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