Question 1

Which reaction would produce the following compound?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) None of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) None of these choices.

Question 2

Which diene and dienophile would you choose to synthesize the following compound?

Accepted Answer

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

Question 3

Draw the structural formula for (2E,4Z,6E)-3,4,7,8-tetramethyl-2,4,6-nonatriene,clearly indicating stereochemical details.

Accepted Answer

The answer of Draw the structural formula for (2E,4Z,6E)-3,4,7,8-tetramethyl-2,4,6-nonatriene,clearly indicating...

Question 4

What is the product of the following Diels-Alder cycloaddition reaction:

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) None of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) None of these choices.

Question 5

Which compound would have the shortest carbon-carbon single bond?

Accepted Answer

A) CH3-CH3 
B) CH2=CH-CH3 
C) HC$\equiv$C-C$\equiv$CH 
D) CH2=CH-C$\equiv$CH 
E) CH2=CH-CH=CH2 
A) CH3-CH3 
B) CH2=CH-CH3 
C) HC$\equiv$C-C$\equiv$CH 
D) CH2=CH-C$\equiv$CH 
E) CH2=CH-CH=CH2

Question 6

The HOMO of 1,3-pentadiene has how many electrons in its ground state?

Accepted Answer

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

Question 7

Which is the major product of the following reaction?

Accepted Answer

A) I + enantiomer 
B) II 
C) III + enantiomer 
D) IV 
E) None of these choices. 
A) I + enantiomer 
B) II 
C) III + enantiomer 
D) IV 
E) None of these choices.

Question 8

Which of these dienes can undergo the Diels-Alder reaction?

Accepted Answer

A) 1,3-Pentadiene 
B) 1,4-Pentadiene 
C) 1,2-Butadiene 
D) 1,4-Cyclohexadiene 
E) All of these choices can undergo the Diels-Alder reaction. 
A) 1,3-Pentadiene 
B) 1,4-Pentadiene 
C) 1,2-Butadiene 
D) 1,4-Cyclohexadiene 
E) All of these choices can undergo the Diels-Alder reaction.

Question 9

Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis.

Accepted Answer

The answer of Show the steps and reagents necessary to...

Question 10

What would be the product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 11

does not undergo the Diels-Alder reaction as a diene because:

Accepted Answer

A) a ring system with isolated alkenes cannot function as the diene component. 
B) it cannot adopt the s-cis conformation. 
C) it lacks electron-withdrawing groups. 
D) it lacks strong electron-releasing groups. 
E) the two double bonds are farther apart than in a non-cyclic conjugated system. 
A) a ring system with isolated alkenes cannot function as the diene component. 
B) it cannot adopt the s-cis conformation. 
C) it lacks electron-withdrawing groups. 
D) it lacks strong electron-releasing groups. 
E) the two double bonds are farther apart than in a non-cyclic conjugated system.

Question 12

Which reagent would convert 1,3-octadiene into 3-octen-2-ol?

Accepted Answer

A) KMnO4/-OH 
B) OsO4 
C) H2O2,then H3O+ 
D) Cl2/H2O 
E) H3O+ 
A) KMnO4/-OH 
B) OsO4 
C) H2O2,then H3O+ 
D) Cl2/H2O 
E) H3O+

Question 13

Which carbocation would be most stable?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 14

The HOMO of the allylic cation has how many electrons in its ground state?

Accepted Answer

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

Question 15

A thermodynamically-controlled reaction will yield predominantly: ___.

Accepted Answer

the more/m

Question 16

Which carbocation would be most stable?

Accepted Answer

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

Question 17

Which diene and dienophile would you use to prepare the following molecule using a Diels-Alder cycloaddition reaction:

Accepted Answer

The answer of Which diene and dienophile would you use...

Question 18

During Diels-Alder reactions,when two stereoisomer products,exo and endo,are possible,the ___ product is typically obtained as the major product.

Accepted Answer

The answer of During Diels-Alder reactions,when two stereoisomer products,exo and...

Question 19

Which of these dienes can undergo the Diels-Alder reaction?

Accepted Answer

A) 1,2-Heptadiene 
B) 1,3-Heptadiene 
C) 1,4-Heptadiene 
D) 1,5-Heptadiene 
E) 1,6-Heptadiene 
A) 1,2-Heptadiene 
B) 1,3-Heptadiene 
C) 1,4-Heptadiene 
D) 1,5-Heptadiene 
E) 1,6-Heptadiene

Question 20

The structure below is an intermediate along the way to the production of synthetic morphine.It is produced through a Diels-Alder cycloaddition reaction.Which combination of diene and dieneophile will result in its preparation?

Accepted Answer

The answer of The structure below is an intermediate along...

Exam 13: Conjugated Unsaturated Systems

Which reaction would produce the following compound?

Which diene and dienophile would you choose to synthesize the following compound?

Draw the structural formula for (2E,4Z,6E)-3,4,7,8-tetramethyl-2,4,6-nonatriene,clearly indicating stereochemical details.

What is the product of the following Diels-Alder cycloaddition reaction:

Which compound would have the shortest carbon-carbon single bond?

The HOMO of 1,3-pentadiene has how many electrons in its ground state?

Which is the major product of the following reaction?

Which of these dienes can undergo the Diels-Alder reaction?

Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis.

What would be the product of the following reaction?

does not undergo the Diels-Alder reaction as a diene because:

Which reagent would convert 1,3-octadiene into 3-octen-2-ol?

Which carbocation would be most stable?

The HOMO of the allylic cation has how many electrons in its ground state?

A thermodynamically-controlled reaction will yield predominantly: ___.

Which carbocation would be most stable?

Which diene and dienophile would you use to prepare the following molecule using a Diels-Alder cycloaddition reaction:

During Diels-Alder reactions,when two stereoisomer products,exo and endo,are possible,the ___ product is typically obtained as the major product.

Which of these dienes can undergo the Diels-Alder reaction?

The structure below is an intermediate along the way to the production of synthetic morphine.It is produced through a Diels-Alder cycloaddition reaction.Which combination of diene and dieneophile will result in its preparation?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

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