Question 1

The energy difference of 3.8 kJ/mol between gauche and anti butane corresponds to an equilibrium constant,Keq,of approximately 1.9.Calculate the percentage of each conformer at equilibrium.

Accepted Answer

K_eq = (anti)/(gauche) = 1.9
(anti) = 1.9(g...

Question 2

(-)-Menthol can be isolated from the peppermint plant and is responsible for the characteristic flavor and taste of peppermint.The structure of (-)-menthol is:  On the chair template provided below,draw the two chair conformations that are in equilibrium for (-)-menthol.

Accepted Answer

The answer of (-)-Menthol can be isolated from the peppermint...

Question 3

Exhibit 4-2
For each substituted cyclohexane below,draw its ring-flip isomer.Circle the most stable conformation.
-Refer to Exhibit 4-2.

Accepted Answer

The answer of Exhibit 4-2
For each substituted cyclohexane below,draw its...

Question 4

Draw: cis-1-sec-butyl-2-ethylcyclopentane

Accepted Answer

The answer of Draw: cis-1-sec-butyl-2-ethylcyclopentane...

Question 5

Draw 7 constitutional isomers of a cycloalkane with the formula C6H12.Name each of the isomers you drew.

Accepted Answer

<img  loading="lazy" src="/assets/images/blured-textbook.svg" class="d-inline m-1" alt="blured image" width="139" height="30"> cyclohexane,methylcyclopentan...

Question 6

Consider the following table. 
Based on the data in the table,which of the following compounds would have the largest strain energy?

Accepted Answer

A)  cyclopropane
B)  cyclobutane
C)  cyclopentane
D)  cyclohexaneE) A) and B)
F) C) and D)

Question 7

Draw: 1-chloro-2-isopropylcyclopentane

Accepted Answer

The answer of Draw: 1-chloro-2-isopropylcyclopentane...

Question 8

Exhibit 4-3
The following question(s) refer to the structure of camphor shown below. 
-Refer to Exhibit 4-3.Circle all bridgehead carbons in camphor.

Accepted Answer

The answer of Exhibit 4-3
The following question(s) refer to the...

Question 9

Circle all bridgehead carbons in the following structure.

Accepted Answer

The answer of Circle all bridgehead carbons in the following...

Question 10

Exhibit 4-4
Label each pair of compounds below as:
-_____

Accepted Answer

A)  conformational isomers
B)  stereoisomers
C)  constitutional isomers
D)  identicalE) C) and D)
F) B) and D)

Question 11

D-Pinitol is an interesting hexahydroxy cyclohexane,whose structure is shown below.  On the templates provided,draw the two chair conformations that are in equilibrium for D-pinitol.Circle the most stable conformation.

Accepted Answer

The answer of D-Pinitol is an interesting hexahydroxy cyclohexane,whose structure...

Question 12

Draw the two stereoisomers of 1,3-dibromocyclobutane.

Accepted Answer

The answer of Draw the two stereoisomers of 1,3-dibromocyclobutane....

Question 13

In general,5-alkyl substituents in 1,3-dioxane exhibit a smaller equatorial preference than they do in cyclohexane.To what might you attribute this observation?

Accepted Answer

The 5-alkyl substituted dioxanes do not ...

Question 14

In cyclopropane,which of the following strain types would be the least important in determining the overall energy?

Accepted Answer

A)  angle
B)  torsional
C)  steric
D)  All make a significant contribution.E) C) and D)
F) A) and C)

Question 15

Exhibit 4-4
Label each pair of compounds below as:
-_____

Accepted Answer

A)  conformational isomers
B)  stereoisomers
C)  constitutional isomers
D)  identicalE) None of the above
F) A) and B)

Question 16

Exhibit 4-1
Refer to the structure below to answer the following question(s): 
-Refer to Exhibit 4-1.Which of the labeled bonds in the structure are equatorial bonds?

Accepted Answer

The answer of Exhibit 4-1
Refer to the structure below to...

Question 17

Name:

Accepted Answer

trans-1-tert-butyl-4...

Exam 4: Organic Compounds: Cycloalkanes and Their Stereochemistry

Draw 7 constitutional isomers of a cycloalkane with the formula C₆H₁₂.Name each of the isomers you drew.

Correct Answer
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cyclohexane,methylcyclopentan...
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Circle all bridgehead carbons in the following structure.

Correct Answer
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Exhibit 4-4 Label each pair of compounds below as: -_____

Correct Answer
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Draw the two stereoisomers of 1,3-dibromocyclobutane.

Correct Answer
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The energy difference of 3.8 kJ/mol between gauche and anti butane corresponds to an equilibrium constant,K_eq,of approximately 1.9.Calculate the percentage of each conformer at equilibrium.

Correct Answer
verified
K_eq = (anti)/(gauche) = 1.9
(anti) = 1.9(g...
View Answer

In general,5-alkyl substituents in 1,3-dioxane exhibit a smaller equatorial preference than they do in cyclohexane.To what might you attribute this observation?

Correct Answer
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The 5-alkyl substituted dioxanes do not ...
View Answer

Name:

Correct Answer
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trans-1-tert-butyl-4...
View Answer

Draw: cis-1-sec-butyl-2-ethylcyclopentane

Correct Answer
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Exhibit 4-4 Label each pair of compounds below as: -_____

Correct Answer
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D-Pinitol is an interesting hexahydroxy cyclohexane,whose structure is shown below. On the templates provided,draw the two chair conformations that are in equilibrium for D-pinitol.Circle the most stable conformation.

Correct Answer
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Exhibit 4-3 The following question(s) refer to the structure of camphor shown below. -Refer to Exhibit 4-3.Circle all bridgehead carbons in camphor.

Correct Answer
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Exhibit 4-2 For each substituted cyclohexane below,draw its ring-flip isomer.Circle the most stable conformation. -Refer to Exhibit 4-2.

Correct Answer
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Draw: 1-chloro-2-isopropylcyclopentane

Correct Answer
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Exhibit 4-1 Refer to the structure below to answer the following question(s): -Refer to Exhibit 4-1.Which of the labeled bonds in the structure are equatorial bonds?

Correct Answer
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(-)-Menthol can be isolated from the peppermint plant and is responsible for the characteristic flavor and taste of peppermint.The structure of (-)-menthol is: On the chair template provided below,draw the two chair conformations that are in equilibrium for (-)-menthol.

Correct Answer
verified

Consider the following table. Based on the data in the table,which of the following compounds would have the largest strain energy?

Correct Answer
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In cyclopropane,which of the following strain types would be the least important in determining the overall energy?

Correct Answer
verified

Exam 4: Organic Compounds: Cycloalkanes and Their Stereochemistry

Draw 7 constitutional isomers of a cycloalkane with the formula C6H12.Name each of the isomers you drew.

Correct Answerverified cyclohexane,methylcyclopentan...View AnswerShow Answer

Circle all bridgehead carbons in the following structure.

Correct AnswerverifiedShow Answer

Exhibit 4-4 Label each pair of compounds below as: -_____

Correct AnswerverifiedShow Answer

Draw the two stereoisomers of 1,3-dibromocyclobutane.

Correct AnswerverifiedShow Answer

The energy difference of 3.8 kJ/mol between gauche and anti butane corresponds to an equilibrium constant,Keq,of approximately 1.9.Calculate the percentage of each conformer at equilibrium.

Correct AnswerverifiedKeq = (anti)/(gauche) = 1.9(anti) = 1.9(g...View AnswerShow Answer

In general,5-alkyl substituents in 1,3-dioxane exhibit a smaller equatorial preference than they do in cyclohexane.To what might you attribute this observation?

Correct AnswerverifiedThe 5-alkyl substituted dioxanes do not ...View AnswerShow Answer

Name:

Correct Answerverifiedtrans-1-tert-butyl-4...View AnswerShow Answer

Draw: cis-1-sec-butyl-2-ethylcyclopentane

Correct AnswerverifiedShow Answer

Exhibit 4-4 Label each pair of compounds below as: -_____

Correct AnswerverifiedShow Answer

D-Pinitol is an interesting hexahydroxy cyclohexane,whose structure is shown below. On the templates provided,draw the two chair conformations that are in equilibrium for D-pinitol.Circle the most stable conformation.

Correct AnswerverifiedShow Answer

Exhibit 4-3 The following question(s) refer to the structure of camphor shown below. -Refer to Exhibit 4-3.Circle all bridgehead carbons in camphor.

Correct AnswerverifiedShow Answer

Exhibit 4-2 For each substituted cyclohexane below,draw its ring-flip isomer.Circle the most stable conformation. -Refer to Exhibit 4-2.

Correct AnswerverifiedShow Answer

Draw: 1-chloro-2-isopropylcyclopentane

Correct AnswerverifiedShow Answer

Exhibit 4-1 Refer to the structure below to answer the following question(s): -Refer to Exhibit 4-1.Which of the labeled bonds in the structure are equatorial bonds?

Correct AnswerverifiedShow Answer

(-)-Menthol can be isolated from the peppermint plant and is responsible for the characteristic flavor and taste of peppermint.The structure of (-)-menthol is: On the chair template provided below,draw the two chair conformations that are in equilibrium for (-)-menthol.

Correct AnswerverifiedShow Answer

Consider the following table. Based on the data in the table,which of the following compounds would have the largest strain energy?

Correct AnswerverifiedShow Answer

In cyclopropane,which of the following strain types would be the least important in determining the overall energy?

Correct AnswerverifiedShow Answer

Draw 7 constitutional isomers of a cycloalkane with the formula C₆H₁₂.Name each of the isomers you drew.

Correct Answer
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cyclohexane,methylcyclopentan...
View Answer

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The energy difference of 3.8 kJ/mol between gauche and anti butane corresponds to an equilibrium constant,K_eq,of approximately 1.9.Calculate the percentage of each conformer at equilibrium.

Correct Answer
verified
K_eq = (anti)/(gauche) = 1.9
(anti) = 1.9(g...
View Answer

Correct Answer
verified
The 5-alkyl substituted dioxanes do not ...
View Answer

Correct Answer
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trans-1-tert-butyl-4...
View Answer

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