Question 1

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

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

Question 2

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction.
CH3CH2CH2CH2CHO + CH2O

Accepted Answer

CH₃CH₂CH₂CH₂CH CH₂

Question 3

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

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

Question 4

Provide the major organic product of the reaction below.

Accepted Answer

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

Question 5

Draw the major regioisomeric product generated in the reaction below.

Accepted Answer

The answer of Draw the major regioisomeric product generated in...

Question 6

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

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

Question 7

Provide the reagents necessary to complete the following transformation.

Accepted Answer

1) Br₂, hν 2) H₂O, Δ o

Question 8

Consider how the I-Cl bond is polarized and predict the product which results when this mixed halogen adds to 1-methylcyclohexene.

Accepted Answer

The answer of Consider how the I-Cl bond is polarized...

Question 9

Which of the following steps would successfully complete the following reaction?

Accepted Answer

A)  I only 
B)  II & III 
C)  I & IV 
D)  I, II, & IV 
A)  I only 
B)  II & III 
C)  I & IV 
D)  I, II, & IV

Question 10

An unknown compound with empirical formula C3H5 was treated with Br2/CCl4. The bromine solution went from orangish/red to clear immediately at room temperature. Upon treatment with O3 followed by work-up with dimethylsulfide the following products were identified. From the information provided what is/are the most likely structure(s) for this unknown compound.

Accepted Answer

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

Question 11

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction.
CH3COCH3 + CH3CH2CHO

Accepted Answer

Question 12

What is the major product of the following reaction?

Accepted Answer

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

Question 13

Provide the reagents necessary to complete the following transformation.

Accepted Answer

A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O 
A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O

Question 14

Using any alkene as your starting material, how could you make the alkyl halide shown?

Accepted Answer

The answer of Using any alkene as your starting material,...

Question 15

Treatment of cyclopentene with peroxybenzoic acid ________.

Accepted Answer

A)  results in oxidative cleavage of the ring to produce an acyclic compound 
B)  yields a meso epoxide 
C)  yields an equimolar mixture of enantiomeric epoxides 
D)  gives the same product as treatment of cyclopentene with OsO4 
E)  none of the above 
A)  results in oxidative cleavage of the ring to produce an acyclic compound 
B)  yields a meso epoxide 
C)  yields an equimolar mixture of enantiomeric epoxides 
D)  gives the same product as treatment of cyclopentene with OsO4 
E)  none of the above

Question 16

The mechanism for the acid-catalyzed hydration of alkenes is simply the reverse of the mechanism by which alcohols are dehydrated using concentrated acid. This is an illustration of the principle of ________.

Accepted Answer

microscopi

Question 17

When propylene reacts with hydrogen bromide in the presence of a peroxide initiator, which of the following structures are formed during the mechanism?

Accepted Answer

A)    
B)    
C)    
D)  H∙ 
A)    
B)    
C)    
D)  H∙

Question 18

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

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

Question 19

Provide a detailed, step-by-step mechanism for the reaction shown below.

Accepted Answer

The answer of Provide a detailed, step-by-step mechanism for the...

Question 20

Provide the reagents necessary to complete the following transformation.

Accepted Answer

A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O 
A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O

Exam 8: Reactions of Alkenes

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction. CH3CH2CH2CH2CHO + CH2O

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Provide the major organic product of the reaction below.

Draw the major regioisomeric product generated in the reaction below.

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Provide the reagents necessary to complete the following transformation.

Consider how the I-Cl bond is polarized and predict the product which results when this mixed halogen adds to 1-methylcyclohexene.

Which of the following steps would successfully complete the following reaction?

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction. CH3COCH3 + CH3CH2CHO

What is the major product of the following reaction?

Provide the reagents necessary to complete the following transformation.

Using any alkene as your starting material, how could you make the alkyl halide shown?

Treatment of cyclopentene with peroxybenzoic acid ________.

The mechanism for the acid-catalyzed hydration of alkenes is simply the reverse of the mechanism by which alcohols are dehydrated using concentrated acid. This is an illustration of the principle of ________.

When propylene reacts with hydrogen bromide in the presence of a peroxide initiator, which of the following structures are formed during the mechanism?

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Provide a detailed, step-by-step mechanism for the reaction shown below.

Provide the reagents necessary to complete the following transformation.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction. CH₃CH₂CH₂CH₂CHO + CH₂O

Give the structure of the alkene which would yield the following products upon ozonolysis-reduction. CH₃COCH₃ + CH₃CH₂CHO