Question 1

Predict the product for the following reaction.

Accepted Answer

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

Question 2

Draw the major product of the following reaction.

Accepted Answer

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

Question 3

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

The answer of Provide the reagents necessary to carry out...

Question 4

Which of the following shows a mechanism of a concerted elimination?

Accepted Answer

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

Question 5

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

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

Rank the following compounds from most to least reactive in an SN1 reaction.

Accepted Answer

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

Question 7

For the following dehydration, draw the structure of the intermediate carbocation.

Accepted Answer

The answer of For the following dehydration, draw the structure...

Question 8

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 9

What is the IUPAC name for the following compound?

Accepted Answer

1,1-dibrom

Question 10

Which of the following is the rate equation for the following SN1 reaction? 2-chloro-2-methylpentane + NaI

Accepted Answer

A)  Rate = k[NaI] 
B)  Rate = k[2-chloro-2-methylpentane] [NaI] 
C)  Rate = k[chloride ion] 
D)  Rate = k[2-chloro-2-methylpentane] 
A)  Rate = k[NaI] 
B)  Rate = k[2-chloro-2-methylpentane] [NaI] 
C)  Rate = k[chloride ion] 
D)  Rate = k[2-chloro-2-methylpentane]

Question 11

What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound?

Accepted Answer

The answer of What is the structure of a rearranged...

Question 12

Will the following alcohol be likely to undergo rearrangement during a dehydration reaction?

Accepted Answer

The answer of Will the following alcohol be likely to...

Question 13

Which of the following is a weak nucleophile?

Accepted Answer

A)  OH- 
B)  H2O 
C)  CH3O- 
D)  NH4+ 
E)  All of these 
A)  OH- 
B)  H2O 
C)  CH3O- 
D)  NH4+ 
E)  All of these

Question 14

Which of the following compounds will undergo the fastest SN1 reaction?

Accepted Answer

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

Question 15

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 16

Draw the major product of the following reaction.

Accepted Answer

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

Question 17

Which of the following is a strong nucleophile?

Accepted Answer

A)  OH- 
B)  H2O 
C)  CH3OH 
D)  NH4+ 
E)  All of these 
A)  OH- 
B)  H2O 
C)  CH3OH 
D)  NH4+ 
E)  All of these

Question 18

Draw the structure of 2,3-dimethyl-1-pentene.

Accepted Answer

The answer of Draw the structure of 2,3-dimethyl-1-pentene....

Question 19

What is the IUPAC name for the following compound?

Accepted Answer

(1R, 3S)-3

Question 20

Predict the SN2 product and provide a curved arrow mechanism for the formation of the product.

Accepted Answer

Exam 7: Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Predict the product for the following reaction.

Draw the major product of the following reaction.

Provide the reagents necessary to carry out the following conversion.

Which of the following shows a mechanism of a concerted elimination?

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

Rank the following compounds from most to least reactive in an SN1 reaction.

For the following dehydration, draw the structure of the intermediate carbocation.

What is the electrophile in the following reaction?

What is the IUPAC name for the following compound?

Which of the following is the rate equation for the following SN1 reaction? 2-chloro-2-methylpentane + NaI

What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound?

Will the following alcohol be likely to undergo rearrangement during a dehydration reaction?

Which of the following is a weak nucleophile?

Which of the following compounds will undergo the fastest SN1 reaction?

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

Draw the major product of the following reaction.

Which of the following is a strong nucleophile?

Draw the structure of 2,3-dimethyl-1-pentene.

What is the IUPAC name for the following compound?

Predict the SN2 product and provide a curved arrow mechanism for the formation of the product.

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

Rank the following compounds from most to least reactive in an S_N1 reaction.

Which of the following is the rate equation for the following S_N1 reaction? 2-chloro-2-methylpentane + NaI

Which of the following compounds will undergo the fastest S_N1 reaction?

Predict the S_N2 product and provide a curved arrow mechanism for the formation of the product.