Question 1

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 2

Which of the following conjugated dienes represent two conformations?

Accepted Answer

A) Only I and II 
B) Only I and III 
C) Only II and III 
D) None of the choices 
A) Only I and II 
B) Only I and III 
C) Only II and III 
D) None of the choices

Question 3

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 π 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 π and nonbonding electrons 
D) Structures that differ only in the location of bonds

Question 4

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 5

How would you favor the formation of the kinetic product of the following reaction?

Accepted Answer

A) Excess HBr 
B) Long reaction time 
C) Low temperature 
D) High pressure 
A) Excess HBr 
B) Long reaction time 
C) Low temperature 
D) High pressure

Question 6

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 7

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 8

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

Question 9

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 10

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 11

Which of the following is not a resonance structure of acetic anhydride?

Accepted Answer

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

Question 12

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 13

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 14

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 15

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 16

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 17

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 18

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

Accepted Answer

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

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

Which of the following statements about resonance structures is true?

Accepted Answer

A) The placement of atoms is different. 
B) The placement of p bonds is different. 
C) The placement of s bonds is different. 
D) The placement of nonbonded electrons is the same. 
A) The placement of atoms is different. 
B) The placement of p bonds is different. 
C) The placement of s bonds is different. 
D) The placement of nonbonded electrons is the same.

Exam 14: Conjugation, resonance, and Dienes

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

Which of the following conjugated dienes represent two conformations?

What is the definition of a resonance structure?

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

How would you favor the formation of the kinetic product of the following reaction?

What is the major organic product of the following reaction?

What is the major organic product of the following reaction?

What is the major organic product of the following reaction?

What is the major product of the following reaction?

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

Which of the following is not a resonance structure of acetic anhydride?

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

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

Which of the following compounds is conjugated?

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

Which triene has the smallest heat of hydrogenation?

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 product of the following reaction?

Which of the following statements about resonance structures is true?

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

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

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