Question 1

Of the alkenes shown, which would produce the product shown below, upon treatment with ozone, followed by zinc metal and water?

Accepted Answer

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

Question 2

For the following reaction sequence provide the expected major organic product(s). Include all stereoisomers showing relevant stereochemistry.

Accepted Answer

The answer of For the following reaction sequence provide the...

Question 3

Most  $\pi$ bonds are quite susceptible to reaction with ____________________, also referred to as electron-seeking reagents.

Accepted Answer

The answer of Most  $\pi$ bonds are quite susceptible...

Question 4

What is the expected major product of the following reaction sequence?

Accepted Answer

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

Question 5

The expected major product(s) of HCl addition to the alkene shown would be:

Accepted Answer

A)  II 
B)  II and III 
C)  I and IV 
D)  V 
E)  All of the above are equally likely to form 
A)  II 
B)  II and III 
C)  I and IV 
D)  V 
E)  All of the above are equally likely to form

Question 6

For the following transformation a) identify the starting material with correct stereochemistry and b) provide a complete reaction mechanism, including stereochemistry, to account for the product shown.

Accepted Answer

@#IMG-DLM& Step 1 involves the epoxidation of the

Question 7

Which is the correct sequence of reaction steps necessary to complete the following transformation?

Accepted Answer

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

Question 8

What is the expected major product for the following reaction sequence?

Accepted Answer

A)    
B)    
C)    
D)    
E)  None of the above 
A)    
B)    
C)    
D)    
E)  None of the above

Question 9

Which of the catalysts listed are used in the homogenous catalytic hydrogenation of alkenes? I) Ni II) Pt III) Wilkinson's catalyst

Accepted Answer

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

Question 10

Which statement best describes the temperature dependence of an addition reaction?

Accepted Answer

A)  Addition reactions are thermodynamically favored at all temperatures. 
B)  Addition reactions are thermodynamically disfavored at all temperatures. 
C)  Addition reactions are thermodynamically favored at low temperatures. 
D)  Addition reactions are thermodynamically favored at high temperatures. 
E)  Addition reactions are thermodynamically impossible. 
A)  Addition reactions are thermodynamically favored at all temperatures. 
B)  Addition reactions are thermodynamically disfavored at all temperatures. 
C)  Addition reactions are thermodynamically favored at low temperatures. 
D)  Addition reactions are thermodynamically favored at high temperatures. 
E)  Addition reactions are thermodynamically impossible.

Question 11

Select the expected major product(s) of the following reaction:

Accepted Answer

A)    
B)    
C)    
D)  A and B 
E)  A and C 
A)    
B)    
C)    
D)  A and B 
E)  A and C

Question 12

The reaction of Br2 with 1-methylcyclohexene, in the presence of ethylamine (EtNH2), is expected to produce which of the following as the major product?

Accepted Answer

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

Question 13

How many distinct signals would appear in the (proton-decoupled) 13C NMR spectrum for the product of the following reaction?

Accepted Answer

A)  3 
B)  4 
C)  5 
D)  6 
A)  3 
B)  4 
C)  5 
D)  6

Question 14

Provide the organic product(s) for the reaction shown below.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 15

A common problem in the acid-catalyzed hydration of alkenes is the formation of an ether byproduct. Explain the formation of the ether byproduct in relation to the reaction below:

Accepted Answer

The answer of A common problem in the acid-catalyzed hydration...

Question 16

Draw Fischer projections of the major product of the reaction between (Z)?2?methyl-3-hexene and aqueous Br2.

Accepted Answer

@#IMG-DLM& The reaction takes place with anti ster

Question 17

Draw Fischer projection (s) of the major product(s) of the reaction between (Z)-3-methyl-3-hexene and MCPBA, followed by aqueous acid.

Accepted Answer

@#IMG-DLM& The reaction takes place with

Question 18

For the reaction sequence shown, what is the expected major product?

Accepted Answer

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

Question 19

The expected major product of the following reaction is:

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 20

For the following reaction sequence, identify the expected major organic products and provide their stereochemical relationship.

Accepted Answer

A)  I and II; enantiomers 
B)  III and IV; enantiomers 
C)  I and II; diastereomers 
D)  II and III; diastereomers 
E)  III and IV; diastereomers 
A)  I and II; enantiomers 
B)  III and IV; enantiomers 
C)  I and II; diastereomers 
D)  II and III; diastereomers 
E)  III and IV; diastereomers

Exam 9: Addition Reactions of Alkenes

Of the alkenes shown, which would produce the product shown below, upon treatment with ozone, followed by zinc metal and water?

For the following reaction sequence provide the expected major organic product(s). Include all stereoisomers showing relevant stereochemistry.

Most π\piπ bonds are quite susceptible to reaction with ____________________, also referred to as electron-seeking reagents.

What is the expected major product of the following reaction sequence?

The expected major product(s) of HCl addition to the alkene shown would be:

For the following transformation a) identify the starting material with correct stereochemistry and b) provide a complete reaction mechanism, including stereochemistry, to account for the product shown.

Which is the correct sequence of reaction steps necessary to complete the following transformation?

What is the expected major product for the following reaction sequence?

Which of the catalysts listed are used in the homogenous catalytic hydrogenation of alkenes? I) Ni II) Pt III) Wilkinson's catalyst

Which statement best describes the temperature dependence of an addition reaction?

Select the expected major product(s) of the following reaction:

The reaction of Br2 with 1-methylcyclohexene, in the presence of ethylamine (EtNH2), is expected to produce which of the following as the major product?

How many distinct signals would appear in the (proton-decoupled) 13C NMR spectrum for the product of the following reaction?

Provide the organic product(s) for the reaction shown below.

A common problem in the acid-catalyzed hydration of alkenes is the formation of an ether byproduct. Explain the formation of the ether byproduct in relation to the reaction below:

Draw Fischer projections of the major product of the reaction between (Z)?2?methyl-3-hexene and aqueous Br2.

Draw Fischer projection (s) of the major product(s) of the reaction between (Z)-3-methyl-3-hexene and MCPBA, followed by aqueous acid.

For the reaction sequence shown, what is the expected major product?

The expected major product of the following reaction is:

For the following reaction sequence, identify the expected major organic products and provide their stereochemical relationship.

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

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Substitution Reactions

Alkenes: Structure and Preparation Via Elimination Reactions

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

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Most $\pi$ bonds are quite susceptible to reaction with ____________________, also referred to as electron-seeking reagents.

The reaction of Br₂ with 1-methylcyclohexene, in the presence of ethylamine (EtNH₂), is expected to produce which of the following as the major product?

How many distinct signals would appear in the (proton-decoupled) ¹³C NMR spectrum for the product of the following reaction?

Draw Fischer projections of the major product of the reaction between (Z)?2?methyl-3-hexene and aqueous Br₂.