Question 1

Which of the following is the major elimination product of the following reaction?

Accepted Answer

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

Question 2

Which is the most likely mechanism for the following reaction?

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
A) SN1 
B) SN2 
C) E1 
D) E2 D

Question 3

Which of the following is the least reactive substrate in an E2 reaction?

Accepted Answer

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

Question 4

What is the major elimination product obtained from the following reaction?

Accepted Answer

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

Question 5

What is the most likely mechanism for the reaction below?

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
A) SN1 
B) SN2 
C) E1 
D) E2

Question 6

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

Accepted Answer

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

Question 7

Which of the labeled protons in the compound below is most readily abstracted under E2 conditions?

Accepted Answer

A) Ha 
B) Hb 
C) Hc 
D) Hd 
A) Ha 
B) Hb 
C) Hc 
D) Hd

Question 8

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

Accepted Answer

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

Question 9

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

Accepted Answer

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

Question 10

Which of the following statements about an E1 mechanism is not true?

Accepted Answer

A) It is a two-step process and has the same first step as an SN1 mechanism. 
B) It involves the formation of a carbocation from eliminating a good leaving group. 
C) A common competing reaction is rearrangement of a less stable carbocation to a more stable carbocation. 
D) The loss of a proton by the carbocation is a slow step. 
A) It is a two-step process and has the same first step as an SN1 mechanism. 
B) It involves the formation of a carbocation from eliminating a good leaving group. 
C) A common competing reaction is rearrangement of a less stable carbocation to a more stable carbocation. 
D) The loss of a proton by the carbocation is a slow step.

Question 11

Which of the following is the most reactive substrate in an E1 reaction?

Accepted Answer

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

Question 12

What is the major elimination product obtained from the following reaction?

Accepted Answer

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

Question 13

What is the major elimination product in the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol?

Accepted Answer

A) cis-2-Butene 
B) 1-Butene 
C) trans-2-Butene 
D) Butanol 
A) cis-2-Butene 
B) 1-Butene 
C) trans-2-Butene 
D) Butanol

Question 14

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

Accepted Answer

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

Question 15

Which of the following statements about the mechanism of an E2 reaction is true?

Accepted Answer

A) All bonds are broken and formed in multiple steps. 
B) The reaction is not concerted. 
C) Entropy favors the reactants of an E2 reaction. 
D) Entropy favors the products of an E2 reaction. 
A) All bonds are broken and formed in multiple steps. 
B) The reaction is not concerted. 
C) Entropy favors the reactants of an E2 reaction. 
D) Entropy favors the products of an E2 reaction.

Question 16

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

Accepted Answer

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

Question 17

What is the product of the following reaction?

Accepted Answer

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

Question 18

Which alkyl halide(s)would give the following alkene as the only product in an elimination reaction?

Accepted Answer

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

Question 19

Which of the following alkyl halides would afford the indicated product upon reaction with sodium methoxide?

Accepted Answer

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

Question 20

Which of the following is the most stable alkene?

Accepted Answer

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

Exam 8: Alkyl Halides and Elimination Reactions

Which of the following is the major elimination product of the following reaction?

Which is the most likely mechanism for the following reaction?

Which of the following is the least reactive substrate in an E2 reaction?

What is the major elimination product obtained from the following reaction?

What is the most likely mechanism for the reaction below?

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

Which of the labeled protons in the compound below is most readily abstracted under E2 conditions?

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

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

Which of the following statements about an E1 mechanism is not true?

Which of the following is the most reactive substrate in an E1 reaction?

What is the major elimination product obtained from the following reaction?

What is the major elimination product in the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol?

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

Which of the following statements about the mechanism of an E2 reaction is true?

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

What is the product of the following reaction?

Which alkyl halide(s)would give the following alkene as the only product in an elimination reaction?

Which of the following alkyl halides would afford the indicated product upon reaction with sodium methoxide?

Which of the following is the most stable alkene?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

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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