Question 1

Draw the major product of the following reaction.

Accepted Answer

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

Question 2

Provide a curved arrow mechanism and predict the product for the following SN2 reaction.

Accepted Answer

Question 3

What is the nucleophile in the following reaction?

Accepted Answer

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

Question 4

Provide a curved arrow mechanism for the following reaction.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 5

Which of the following is the correct structure of 4-methylcyclopentene?

Accepted Answer

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

Question 6

Predict the product for the following 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 7

What is the IUPAC name for the following compound?

Accepted Answer

2-bromo-5-

Question 8

Which of the following is a primary alkyl halide?

Accepted Answer

A)  (CH3)2CHCH2Cl 
B)  (CH3)2CClCH2CH3 
C)  (CH3)2CHCHClCH3 
D)  (CH3)2CHCH2CCl(CH3)2 
A)  (CH3)2CHCH2Cl 
B)  (CH3)2CClCH2CH3 
C)  (CH3)2CHCHClCH3 
D)  (CH3)2CHCH2CCl(CH3)2

Question 9

Which of the following is true about the stereochemistry of SN1 reaction?

Accepted Answer

A)  retention of configuration at the electrophilic center 
B)  inversion of configuration at the electrophilic center 
C)  50:50 mixture of retention and inversion of configuration at the electrophilic center 
D)  slightly more inversion than retention at the electrophilic center 
E)  slightly more retention than inversion at the electrophilic center 
A)  retention of configuration at the electrophilic center 
B)  inversion of configuration at the electrophilic center 
C)  50:50 mixture of retention and inversion of configuration at the electrophilic center 
D)  slightly more inversion than retention at the electrophilic center 
E)  slightly more retention than inversion at the electrophilic center

Question 10

Which of the following is the strongest nucleophile?

Accepted Answer

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

Question 11

Which of the following compounds has the best leaving group?   NOTE: There needs to be a positive charge on Structure I (see below)

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these

Question 12

Draw the major product of the following reaction.

Accepted Answer

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

Question 13

Will the following alcohol undergo rearrangement during a dehydration reaction?

Accepted Answer

The answer of Will the following alcohol undergo rearrangement during...

Question 14

Predict the major product for the following SN1 reaction and provide a curved arrow mechanism for the formation of the product.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 15

What is the degree of substitution of the following alkene?

Accepted Answer

A) monosubstituted 
B)  disubstituted 
C)  trisubstituted 
D)  tetrasubstituted 
A) monosubstituted 
B)  disubstituted 
C)  trisubstituted 
D)  tetrasubstituted

Question 16

Which of the following would be the best base for performing the following elimination?

Accepted Answer

A)  KOCH3 
B)  KOCH(CH3)2 
C)  KOC(CH3)3 
D)  this reaction is not an elimination reaction 
A)  KOCH3 
B)  KOCH(CH3)2 
C)  KOC(CH3)3 
D)  this reaction is not an elimination reaction

Question 17

Rank the following compounds from most to least reactive in an SN2 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 18

Provide a curved arrow mechanism for the following reaction.

Accepted Answer

The answer of Provide a curved arrow mechanism for the...

Question 19

What are the steps of arrow pushing involved in the following mechanism?

Accepted Answer

Proton transfer, los

Question 20

What is the classification for the following halide?

Accepted Answer

A)  primary halide 
B)  secondary halide 
C)  tertiary halide 
D)  quaternary halide 
A)  primary halide 
B)  secondary halide 
C)  tertiary halide 
D)  quaternary halide

Exam 7: Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Draw the major product of the following reaction.

Provide a curved arrow mechanism and predict the product for the following SN2 reaction.

What is the nucleophile in the following reaction?

Provide a curved arrow mechanism for the following reaction.

Which of the following is the correct structure of 4-methylcyclopentene?

Predict the product for the following SN2 reaction.

What is the IUPAC name for the following compound?

Which of the following is a primary alkyl halide?

Which of the following is true about the stereochemistry of SN1 reaction?

Which of the following is the strongest nucleophile?

Which of the following compounds has the best leaving group? NOTE: There needs to be a positive charge on Structure I (see below)

Draw the major product of the following reaction.

Will the following alcohol undergo rearrangement during a dehydration reaction?

Predict the major product for the following SN1 reaction and provide a curved arrow mechanism for the formation of the product.

What is the degree of substitution of the following alkene?

Which of the following would be the best base for performing the following elimination?

Rank the following compounds from most to least reactive in an SN2 reaction.

Provide a curved arrow mechanism for the following reaction.

What are the steps of arrow pushing involved in the following mechanism?

What is the classification for the following halide?

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

Provide a curved arrow mechanism and predict the product for the following S_N2 reaction.

Predict the product for the following S_N2 reaction.

Which of the following is true about the stereochemistry of S_N1 reaction?

Predict the major product for the following S_N1 reaction and provide a curved arrow mechanism for the formation of the product.

Rank the following compounds from most to least reactive in an S_N2 reaction.