Question 1

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 2

What is the thermodynamic 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 3

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 4

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

Question 5

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 6

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 7

Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction,listing the least reactive first.

Accepted Answer

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

Question 8

Rank the following dienes in order of decreasing heat of hydrogenation,putting the diene with the highest heat of hydrogenation first.

Accepted Answer

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

Question 9

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 10

Which of the following statements about kinetic vs.thermodynamic products is true?

Accepted Answer

A) The product that is formed faster is the thermodynamic product. 
B) The kinetic product predominates at low temperature. 
C) The product that predominates at equilibrium is the kinetic product. 
D) The thermodynamic product is less stable. 
A) The product that is formed faster is the thermodynamic product. 
B) The kinetic product predominates at low temperature. 
C) The product that predominates at equilibrium is the kinetic product. 
D) The thermodynamic product is less stable.

Question 11

Which of the following dienes contain isolated 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 12

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 13

Which of the following compounds is the most 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

Exam 14: Conjugation, resonance, and Dienes

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

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

What is the major organic product of the following reaction?

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

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

Which of the following dienes contain conjugated double bonds?

Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction,listing the least reactive first.

Rank the following dienes in order of decreasing heat of hydrogenation,putting the diene with the highest heat of hydrogenation first.

What is the major organic product of the following reaction?

Which of the following statements about kinetic vs.thermodynamic products is true?

Which of the following dienes contain isolated double bonds?

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

Which of the following compounds is the most reactive dienophile in a Diels-Alder 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

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

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