Question 1

Which of the following is a tertiary alkyl halide?

Accepted Answer

A)  (CH3)2CHCH2Cl 
B)  (CH3)2CClCH2CH3 
C)  (CH3)2CHCHClCH3 
D)  (CH3)2CHCH2CHClCH2CH3 
A)  (CH3)2CHCH2Cl 
B)  (CH3)2CClCH2CH3 
C)  (CH3)2CHCHClCH3 
D)  (CH3)2CHCH2CHClCH2CH3

Question 2

Show the mechanism for the following elimination, assuming that it is a concerted reaction.

Accepted Answer

The answer of Show the mechanism for the following elimination,...

Question 3

Draw the mechanism for the following dehydration.

Accepted Answer

The answer of Draw the mechanism for the following dehydration....

Question 4

Which of the following alkyl halides will undergo the fastest SN1 reaction?

Accepted Answer

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

Question 5

What substitution reaction mechanism is most likely for the following conversion?

Accepted Answer

A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these 
A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these

Question 6

Describe a strong nucleophile.

Accepted Answer

A)  an anion 
B)  a cation 
C)  a radical 
D)  a neutral compound 
A)  an anion 
B)  a cation 
C)  a radical 
D)  a neutral compound

Question 7

Draw the transition state for the following SN2 reaction.

Accepted Answer

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

Question 8

What substitution reaction mechanism is most likely for the following conversion?

Accepted Answer

A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these 
A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these

Question 9

How would you change the following reaction conditions to favor an E2 mechanism?

Accepted Answer

The answer of How would you change the following reaction...

Question 10

Draw an energy diagram for the following reaction, assuming that it is exothermic.

Accepted Answer

The answer of Draw an energy diagram for the following...

Question 11

Which of the following alkyl halides will undergo the fastest SN2 reaction?

Accepted Answer

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

Question 12

What is the product of the following elimination?

Accepted Answer

The answer of What is the product of the following...

Question 13

Predict the product for the following SN2 reaction.

Accepted Answer

Question 14

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

Accepted Answer

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

Question 15

Which of the following is an aprotic solvent?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 16

Draw the mechanism and product for the following elimination.

Accepted Answer

The answer of Draw the mechanism and product for the...

Question 17

Provide an IUPAC name for the following compound.

Accepted Answer

The answer of Provide an IUPAC name for the following...

Question 18

Predict the product for the following SN2 reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  Both I & II 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  Both I & II

Question 19

What is the electrophile in the following reaction?

Accepted Answer

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

Question 20

Draw the product of the following dehydration reaction.

Accepted Answer

The answer of Draw the product of the following dehydration...

Exam 7: Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Which of the following is a tertiary alkyl halide?

Show the mechanism for the following elimination, assuming that it is a concerted reaction.

Draw the mechanism for the following dehydration.

Which of the following alkyl halides will undergo the fastest SN1 reaction?

What substitution reaction mechanism is most likely for the following conversion?

Describe a strong nucleophile.

Draw the transition state for the following SN2 reaction.

What substitution reaction mechanism is most likely for the following conversion?

How would you change the following reaction conditions to favor an E2 mechanism?

Draw an energy diagram for the following reaction, assuming that it is exothermic.

Which of the following alkyl halides will undergo the fastest SN2 reaction?

What is the product of the following elimination?

Predict the product for the following SN2 reaction.

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

Which of the following is an aprotic solvent?

Draw the mechanism and product for the following elimination.

Provide an IUPAC name for the following compound.

Predict the product for the following SN2 reaction.

What is the electrophile in the following reaction?

Draw the product of the following dehydration reaction.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Which of the following alkyl halides will undergo the fastest S_N1 reaction?

Draw the transition state for the following S_N2 reaction.

Which of the following alkyl halides will undergo the fastest S_N2 reaction?

Predict the product for the following S_N2 reaction.

Predict the product for the following S_N2 reaction.