Question 1

What is the correct structure for (2S,5R)-2-fluoro-5-methylnonane?

Accepted Answer

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

Question 2

Draw the structure of 3-methylcyclopentene.

Accepted Answer

The answer of Draw the structure of 3-methylcyclopentene....

Question 3

Draw the mechanism and product for the following E2 reaction.

Accepted Answer

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

Question 4

Which of the following is most likely to act as a base rather than a nucleophile?

Accepted Answer

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

Question 5

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 6

Is the following more likely a nucleophile or a base?

Accepted Answer

The answer of Is the following more likely a nucleophile...

Question 7

Provide a curved arrow mechanism for the following SN2 reaction

Accepted Answer

Question 8

Predict the product(s) for the following SN1 reaction.

Accepted Answer

Question 9

For the following reaction, label the nucleophile, electrophile, and leaving group.

Accepted Answer

The answer of For the following reaction, label the nucleophile,...

Question 10

Draw the major product of the following elimination.

Accepted Answer

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

Question 11

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

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  None of the above 
A)  I 
B)  II 
C)  III 
D)  None of the above

Question 12

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

Accepted Answer

A)  I 
B)  II 
C)  III 
A)  I 
B)  II 
C)  III

Question 13

Which of the following is a strongest nucleophile in a polar protic solvent?

Accepted Answer

A)  F- 
B)  Cl- 
C)  Br- 
D)  I- 
E)  All of these 
A)  F- 
B)  Cl- 
C)  Br- 
D)  I- 
E)  All of these

Question 14

What is (are) the most likely product(s) for the following reaction?

Accepted Answer

The answer of What is (are) the most likely product(s)...

Question 15

Draw the major organic product of the following dehydration reaction.

Accepted Answer

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

Question 16

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  HN3 in water 
B)  HN3 in acetonitrile 
C)  NaN3 in water 
D)  NaN3 in acetonitrile 
A)  HN3 in water 
B)  HN3 in acetonitrile 
C)  NaN3 in water 
D)  NaN3 in acetonitrile

Question 17

Which of the following alkyl halides will undergo the slowest 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 18

Predict the major product for the following SN1 reaction.

Accepted Answer

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

Question 19

Predict the product for the following SN1 reaction.

Accepted Answer

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

Question 20

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

Exam 7: Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

What is the correct structure for (2S,5R)-2-fluoro-5-methylnonane?

Draw the structure of 3-methylcyclopentene.

Draw the mechanism and product for the following E2 reaction.

Which of the following is most likely to act as a base rather than a nucleophile?

Draw the transition state for the following SN2 reaction.

Is the following more likely a nucleophile or a base?

Provide a curved arrow mechanism for the following SN2 reaction

Predict the product(s) for the following SN1 reaction.

For the following reaction, label the nucleophile, electrophile, and leaving group.

Draw the major product of the following elimination.

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

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

Which of the following is a strongest nucleophile in a polar protic solvent?

What is (are) the most likely product(s) for the following reaction?

Draw the major organic product of the following dehydration reaction.

Provide the reagents necessary to carry out the following conversion.

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

Predict the major product for the following SN1 reaction.

Predict the product for the following SN1 reaction.

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

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

Draw the transition state for the following S_N2 reaction.

Provide a curved arrow mechanism for the following S_N2 reaction

Predict the product(s) for the following S_N1 reaction.

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

Predict the major product for the following S_N1 reaction.

Predict the product for the following S_N1 reaction.