Question 1

What is the kinetic product obtained from the addition of 1 equivalent of HBr to 1,3-butadiene?

Accepted Answer

A)  3-Bromo-1-butene 
B)  1-Bromo-2-butene 
C)  2-Bromo-2-butene 
D)  2-Bromo-1-butene 
A)  3-Bromo-1-butene 
B)  1-Bromo-2-butene 
C)  2-Bromo-2-butene 
D)  2-Bromo-1-butene

Question 2

Which of the following is not a feature of the Diels-Alder reaction?

Accepted Answer

A)  They are initiated by peroxides. 
B)  They form new six-membered rings. 
C)  Three pi bonds break. 
D)  They are concerted. 
A)  They are initiated by peroxides. 
B)  They form new six-membered rings. 
C)  Three pi bonds break. 
D)  They are concerted.

Question 3

Which of the following dienes contain conjugated double bonds?

Accepted Answer

A)  Only I and II 
B)  Only II and III 
C)  Only I and III 
D)  Only II and IV 
A)  Only I and II 
B)  Only II and III 
C)  Only I and III 
D)  Only II and IV

Question 4

Which of the following is an example of a bridged bicyclic system?

Accepted Answer

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

Question 5

What is the major organic product of the following reaction?

Accepted Answer

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

Question 6

Rank the following anions from most to least stable, listing the most stable first.

Accepted Answer

A)  I > II > III 
B)  III > II > I 
C)  I > III > II 
D)  III > I > II 
A)  I > II > III 
B)  III > II > I 
C)  I > III > II 
D)  III > I > II

Question 7

What is the hybridization around the indicated carbon atom in the following anion?

Accepted Answer

A)  sp3 
B)  sp2 
C)  sp 
D)  p 
A)  sp3 
B)  sp2 
C)  sp 
D)  p

Question 8

Which of the following compound absorbs UV light at the longest wavelength?

Accepted Answer

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

Question 9

What is the major organic product of the following reaction?

Accepted Answer

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

Question 10

What is the definition of a resonance structure?

Accepted Answer

A)  Compounds with the same molecular formula 
B)  Compounds with different carbon frameworks 
C)  Structures that differ only in the placement of pi and nonbonding electrons 
D)  Structures that differ only in the location of bonds 
A)  Compounds with the same molecular formula 
B)  Compounds with different carbon frameworks 
C)  Structures that differ only in the placement of pi and nonbonding electrons 
D)  Structures that differ only in the location of bonds

Question 11

Which of the following is the most reactive diene in a Diels-Alder reaction?

Accepted Answer

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

Question 12

Which of the following compound absorbs UV light at the longest wavelength?

Accepted Answer

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

Question 13

What is the reactive intermediate in the reaction of 1,3-diene with HBr, resulting in 1,4-addition?

Accepted Answer

A)  Allylic radical 
B)  Cyclic bromonium ion 
C)  Dienophile 
D)  Allylic carbocation 
A)  Allylic radical 
B)  Cyclic bromonium ion 
C)  Dienophile 
D)  Allylic carbocation

Question 14

What is (are) the major product(s) of the following reaction?

Accepted Answer

A)  Only I 
B)  Only II 
C)  Only I and II 
D)  I, II, III 
A)  Only I 
B)  Only II 
C)  Only I and II 
D)  I, II, III

Question 15

What is the major organic product of the following reaction?

Accepted Answer

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

Question 16

Which of the following is the least reactive diene in a Diels-Alder reaction?

Accepted Answer

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

Question 17

What is the major organic product of the following reaction?

Accepted Answer

A)  Only I 
B)  Only I and II 
C)  Only II and III 
D)  I, II, III 
A)  Only I 
B)  Only I and II 
C)  Only II and III 
D)  I, II, III

Question 18

What diene and dienophile are used in a Diels-Alder reaction to prepare the following compound?

Accepted Answer

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

Question 19

What is the major organic product of the following reaction?

Accepted Answer

A)  Only I 
B)  Only II 
C)  Only III 
D)  Only I and II 
A)  Only I 
B)  Only II 
C)  Only III 
D)  Only I and II

Question 20

Which of the following is not a product obtained from the addition of 1 equivalent of HBr to (E)-1,3-pentadiene?

Accepted Answer

A)  (
E) -4-Bromo-2-pentene 
B)  (
E) -1-Bromo-2-pentene 
C)  3-Bromo-1-pentene 
D)  (
E) -3-Bromo-2-pentene 
A)  (
E) -4-Bromo-2-pentene 
B)  (
E) -1-Bromo-2-pentene 
C)  3-Bromo-1-pentene 
D)  (
E) -3-Bromo-2-pentene

Exam 16: Conjugation, Resonance, and Dienes

What is the kinetic product obtained from the addition of 1 equivalent of HBr to 1,3-butadiene?

Which of the following is not a feature of the Diels-Alder reaction?

Which of the following dienes contain conjugated double bonds?

Which of the following is an example of a bridged bicyclic system?

What is the major organic product of the following reaction?

Rank the following anions from most to least stable, listing the most stable first.

What is the hybridization around the indicated carbon atom in the following anion?

Which of the following compound absorbs UV light at the longest wavelength?

What is the major organic product of the following reaction?

What is the definition of a resonance structure?

Which of the following is the most reactive diene in a Diels-Alder reaction?

Which of the following compound absorbs UV light at the longest wavelength?

What is the reactive intermediate in the reaction of 1,3-diene with HBr, resulting in 1,4-addition?

What is (are) the major product(s) of the following reaction?

What is the major organic product of the following reaction?

Which of the following is the least reactive diene in a Diels-Alder reaction?

What is the major organic product of the following reaction?

What diene and dienophile are used in a Diels-Alder reaction to prepare the following compound?

What is the major organic product of the following reaction?

Which of the following is not a product obtained from the addition of 1 equivalent of HBr to (E)-1,3-pentadiene?

Structure and Bonding

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Introduction to Organic Molecules and Functional Groups

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Stereochemistry

Understanding Organic Reactions

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Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

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Substitution Reactions of Carbonyl Compounds at the Alpha-Carbon

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