Question 1

What compound would yield an equimolar mixture of CH3CH2CH2CHO and CH3CHO upon treatment with O3,followed by Zn/HOAc?

Accepted Answer

A) 1-Hexene 
B) cis-2-Hexene 
C) trans-2-Hexene 
D) More than one of these choices. 
E) None of these choices. 
A) 1-Hexene 
B) cis-2-Hexene 
C) trans-2-Hexene 
D) More than one of these choices. 
E) None of these choices.

Question 2

When either cis- or trans-2-butene is treated with hydrogen chloride in ethanol,the product mixture that results includes:

Accepted Answer

A) CH3CH2CH2CH2Cl 
B) CH3CH2CH2CH2OCH2CH3 
C) CH3CH2CH(CH3)OCH2CH3 
D) (CH3)3CCl 
E) (CH3)2CHCH2OCH2CH3 
A) CH3CH2CH2CH2Cl 
B) CH3CH2CH2CH2OCH2CH3 
C) CH3CH2CH(CH3)OCH2CH3 
D) (CH3)3CCl 
E) (CH3)2CHCH2OCH2CH3

Question 3

Reaction of trans-2-hexene with a solution of Br2 in CCl4 produces:

Accepted Answer

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

Question 4

3,3-dimethylcyclohexene is subjected to reaction with cold,dilute KMnO4,to give 3,3-dimethyl-1,2-cyclohexanediol.In the most stable conformation of the product,the hydroxyl groups would be:

Accepted Answer

A) both axial 
B) both equatorial 
C) axial-equatorial 
D) coplanar 
E) None of these choices. 
A) both axial 
B) both equatorial 
C) axial-equatorial 
D) coplanar 
E) None of these choices.

Question 5

Which of the following could be used as the basis for a simple test that would distinguish between 1-pentyne and pentane?

Accepted Answer

A) IR examination 
B) Br2/CCl4 
C) KMnO4/H2O 
D) Two of these choices. 
E) All of these choices. 
A) IR examination 
B) Br2/CCl4 
C) KMnO4/H2O 
D) Two of these choices. 
E) All of these choices.

Question 6

Which of the following reagents might serve as the basis for a simple chemical test that would distinguish between pure 1-pentene and pure pentane?

Accepted Answer

A) Bromine in carbon tetrachloride 
B) Dilute aqueous potassium permanganate 
C) Concentrated sulfuric acid 
D) All of these choices. 
E) Bromine in carbon tetrachloride and dilute aqueous potassium permanganate only 
A) Bromine in carbon tetrachloride 
B) Dilute aqueous potassium permanganate 
C) Concentrated sulfuric acid 
D) All of these choices. 
E) Bromine in carbon tetrachloride and dilute aqueous potassium permanganate only

Question 7

Devise a retrosynthetic strategy to make the epoxide shown below starting from cyclohexanol and show the forward reaction with the necessary reagents and significant intermediates.

Accepted Answer

The answer of Devise a retrosynthetic strategy to make the...

Question 8

Which reaction is NOT stereospecific?

Accepted Answer

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

Question 9

Predict the oxidative product(s)of 2-methyl-6-octyn-2-ene after undergoing ozonolysis.

Accepted Answer

The answer of Predict the oxidative product(s)of 2-methyl-6-octyn-2-ene after undergoing...

Question 10

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 11

What is the major product for the following reaction?

Accepted Answer

A)    
B)    
C)    
D)    
E) None of these choices. 
A)    
B)    
C)    
D)    
E) None of these choices.

Question 12

Neutral divalent carbon compounds are called ___.

Accepted Answer

The answer of Neutral divalent carbon compounds are called ___....

Question 13

What is the major product of the following reaction sequence?

Accepted Answer

A)    
B)    
C)    
D)    
E) More than one of these choices. 
A)    
B)    
C)    
D)    
E) More than one of these choices.

Question 14

What is the major product for the following reaction?

Accepted Answer

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

Question 15

What are the major product(s)formed by treating treating methylcyclopentene with HBr and MeO-OMe?

Accepted Answer

A) II 
B) III 
C) Two of these choices. 
D) None of these choices. 
A) II 
B) III 
C) Two of these choices. 
D) None of these choices.

Question 16

What is the chief product of the reaction of IBr with 2-methyl-2-pentene?

Accepted Answer

A) 2-bromo-3-iodo-2-methylpentane 
B) 3-bromo-2-iodo-2-methylpentane 
C) 1-bromo-2-iodo-2-methylpentane 
D) 2-bromo-1-iodo-2-methylpentane 
E) All of these choices. 
A) 2-bromo-3-iodo-2-methylpentane 
B) 3-bromo-2-iodo-2-methylpentane 
C) 1-bromo-2-iodo-2-methylpentane 
D) 2-bromo-1-iodo-2-methylpentane 
E) All of these choices.

Question 17

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-3-methyl-3-hexene and cold,alkaline KMnO4.

Accepted Answer

@#IMG-DLM& The reaction takes

Question 18

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO4.

Accepted Answer

@#IMG-DLM& The reaction takes

Question 19

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 20

What is the major product for the following reaction?

Accepted Answer

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

Exam 8: Alkenes and Alkynes II

What compound would yield an equimolar mixture of CH3CH2CH2CHO and CH3CHO upon treatment with O3,followed by Zn/HOAc?

When either cis- or trans-2-butene is treated with hydrogen chloride in ethanol,the product mixture that results includes:

Reaction of trans-2-hexene with a solution of Br2 in CCl4 produces:

3,3-dimethylcyclohexene is subjected to reaction with cold,dilute KMnO4,to give 3,3-dimethyl-1,2-cyclohexanediol.In the most stable conformation of the product,the hydroxyl groups would be:

Which of the following could be used as the basis for a simple test that would distinguish between 1-pentyne and pentane?

Which of the following reagents might serve as the basis for a simple chemical test that would distinguish between pure 1-pentene and pure pentane?

Devise a retrosynthetic strategy to make the epoxide shown below starting from cyclohexanol and show the forward reaction with the necessary reagents and significant intermediates.

Which reaction is NOT stereospecific?

Predict the oxidative product(s)of 2-methyl-6-octyn-2-ene after undergoing ozonolysis.

What is the major product of the following reaction sequence?

What is the major product for the following reaction?

Neutral divalent carbon compounds are called ___.

What is the major product of the following reaction sequence?

What is the major product for the following reaction?

What are the major product(s)formed by treating treating methylcyclopentene with HBr and MeO-OMe?

What is the chief product of the reaction of IBr with 2-methyl-2-pentene?

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-3-methyl-3-hexene and cold,alkaline KMnO4.

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO4.

What is the major product of the following reaction sequence?

What is the major product for the following reaction?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

What compound would yield an equimolar mixture of CH₃CH₂CH₂CHO and CH₃CHO upon treatment with O₃,followed by Zn/HOAc?

Reaction of trans-2-hexene with a solution of Br₂in CCl₄ produces:

3,3-dimethylcyclohexene is subjected to reaction with cold,dilute KMnO₄,to give 3,3-dimethyl-1,2-cyclohexanediol.In the most stable conformation of the product,the hydroxyl groups would be:

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-3-methyl-3-hexene and cold,alkaline KMnO₄.

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO₄.