Question 1

What is the major product of the following reaction?

Accepted Answer

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

Question 2

Why would the compound below not react with a dienophile in a Diels-Alder reaction?

Accepted Answer

A) The compound is not a conjugated diene. 
B) There are no electron withdrawing groups on the compound. 
C) There are no electron donating groups on the compound. 
D) The compound cannot adopt the s-cis conformation. 
A) The compound is not a conjugated diene. 
B) There are no electron withdrawing groups on the compound. 
C) There are no electron donating groups on the compound. 
D) The compound cannot adopt the s-cis conformation.

Question 3

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 4

What is the major product of the following reaction?

Accepted Answer

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

Question 5

Which of the following statements about the mechanism of the Diels-Alder reaction is true?

Accepted Answer

A) Three π bonds break; two σ bonds and one π bond form. 
B) Three π bonds break; one σ bond and two π bonds form. 
C) Two π bonds break; one σ bond and one π bond form. 
D) Two π bonds break; two σ bonds and one π bond form. 
A) Three π bonds break; two σ bonds and one π bond form. 
B) Three π bonds break; one σ bond and two π bonds form. 
C) Two π bonds break; one σ bond and one π bond form. 
D) Two π bonds break; two σ bonds and one π bond form.

Question 6

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

Accepted Answer

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

Question 7

Which of the following compounds is conjugated?

Accepted Answer

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

Question 8

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

Question 9

Which of the following statements about the Diels-Alder reaction is true?

Accepted Answer

A) The diene can react only when it adopts the s-trans conformation. 
B) Electron-withdrawing substituents in the diene increase reaction rate. 
C) Electron-donating substituents in the dienophile increase the reaction rate. 
D) The stereochemistry of the dienophile is retained in the product. 
A) The diene can react only when it adopts the s-trans conformation. 
B) Electron-withdrawing substituents in the diene increase reaction rate. 
C) Electron-donating substituents in the dienophile increase the reaction rate. 
D) The stereochemistry of the dienophile is retained in the product.

Question 10

Which of the following is the appropriate term for the mechanism of the addition of HBr to 1,3-dienes?

Accepted Answer

A) Nucleophilic addition 
B) Electrophilic addition 
C) Free radical addition 
D) Conjugate addition 
A) Nucleophilic addition 
B) Electrophilic addition 
C) Free radical addition 
D) Conjugate addition

Question 11

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 12

Which of the following is a major resonance contributor to the first structure?

Accepted Answer

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

Question 13

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 14

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

Accepted Answer

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

Question 15

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

Accepted Answer

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

Question 16

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 17

Which triene has the smallest heat of hydrogenation?

Accepted Answer

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

Question 18

Which triene has the largest heat of hydrogenation?

Accepted Answer

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

Question 19

What is the major product of the following reaction?

Accepted Answer

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

Question 20

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

Exam 14: Conjugation,resonance,and Dienes

What is the major product of the following reaction?

Why would the compound below not react with a dienophile in a Diels-Alder reaction?

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

What is the major product of the following reaction?

Which of the following statements about the mechanism of the Diels-Alder reaction is true?

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

Which of the following compounds is conjugated?

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

Which of the following statements about the Diels-Alder reaction is true?

Which of the following is the appropriate term for the mechanism of the addition of HBr to 1,3-dienes?

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

Which of the following is a major resonance contributor to the first structure?

What is the major organic product of the following reaction?

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

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

What is the major organic product of the following reaction?

Which triene has the smallest heat of hydrogenation?

Which triene has the largest heat of hydrogenation?

What is the major product of the following reaction?

What is the major organic product of the following reaction?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

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