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Which Newman projection results from rotating the front carbon 240° clockwise? Which Newman projection results from rotating the front carbon 240° clockwise?   A) I B) II C) III D) IV E) V


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

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Draw the Newman projection for the following species. Draw the Newman projection for the following species.

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Would the cis or trans isomer be more stable for the following disubstituted cyclohexane? Explain. Would the cis or trans isomer be more stable for the following disubstituted cyclohexane? Explain.

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The cis isomer would be more s...

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Which set of molecules are not considered constitutional isomers? Which set of molecules are not considered constitutional isomers?   A) I B) II C) III D) IV E) V


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

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Which Haworth projection corresponds to the following chair conformation? Which Haworth projection corresponds to the following chair conformation?   A) I B) II C) III D) IV E) V


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

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Which of the following pairs do not have the same connectivity?


A) Two stereoisomers
B) Two conformational isomers
C) Cyclohexane chair conformations before and after a chair flip
D) Two constitutional isomers
E) Two Newman projection rotamers

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Which structure best represents the following disubstituted cyclohexane? Which structure best represents the following disubstituted cyclohexane?   A) I B) II C) III D) IV E) V


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

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What is the IHD for the formula C8H17NOClF?

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The Newman projection looking down the indicated bond in the species below is best represented by which of the following (I,II,III,IV,or V) ? The Newman projection looking down the indicated bond in the species below is best represented by which of the following (I,II,III,IV,or V) ?   A) I B) II C) III D) IV E) V


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

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Which set of molecules does not consist of constitutional isomers? Which set of molecules does not consist of constitutional isomers?   A) I B) II C) III D) IV E) V


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

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Which of the following molecules has the largest molar heat of combustion? Which of the following molecules has the largest molar heat of combustion?   A) I B) II C) III D) IV E) V


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

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Explain why cyclohexane has less ring strain than cyclopropane.

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The preferred angle for sp3-hyb...

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Calculate the index of hydrogen deficiency for the following formula: C8H12NOF2-.


A) 0
B) 1
C) 2
D) 3
E) 4

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Which conformer is highest in energy? Which conformer is highest in energy?   A) I B) II C) III D) IV E) V


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

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Which molecule represents the chair-flipped conformer of the given compound? Which molecule represents the chair-flipped conformer of the given compound?   A) I B) II C) III D) IV E) V


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

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The Newman projection looking down the indicated bond in the species below is best represented by which of the following (I,II,III,IV,or V) ? The Newman projection looking down the indicated bond in the species below is best represented by which of the following (I,II,III,IV,or V) ?   A) I B) II C) III D) IV E) V


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

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Perform a conformational analysis of 1,1-dichloropropane looking down the C1C2 bond.

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Which of the following isomers is most stable? Which of the following isomers is most stable?   A) I B) II C) III D) IV E) I, II, and III have the same stability and are more stable than IV.


A) I
B) II
C) III
D) IV
E) I, II, and III have the same stability and are more stable than IV.

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Rank the steric strain of the following types of conformations from highest energy to lowest energy.


A) Anti > eclipsed > gauche
B) Eclipsed > anti > gauche
C) Gauche > anti > eclipsed
D) Eclipsed > gauche > anti

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Which is the least stable cyclohexane conformation?


A) Chair
B) Half-chair
C) Twist-boat
D) Boat
E) Crown

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