Question 1

The conversion of ethylene to vinyl bromide can be accomplished by use of these reagents in the order indicated.

Accepted Answer

A) (1)HBr; (2)NaOC2H5 
B) (1)Br2; (2)NaOC2H5 
C) (1)Br2; (2)H2O 
D) (1)NaNH2; (2)HBr 
E) (1)HBr; (2)H2SO4 
A) (1)HBr; (2)NaOC2H5 
B) (1)Br2; (2)NaOC2H5 
C) (1)Br2; (2)H2O 
D) (1)NaNH2; (2)HBr 
E) (1)HBr; (2)H2SO4

Question 2

An unknown compound,A,has the molecular formula C7H12.On oxidation with hot aqueous potassium permanganate,A yields CH3CH2COOH and (CH3)2CHCOOH.Which of the following structures best represents A?

Accepted Answer

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

Question 3

What is the major product for the following reaction?

Accepted Answer

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

Question 4

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 5

What are the major product(s)formed by treating 1,2-dimethyl cyclopentene with Br2?

Accepted Answer

A) I,II 
B) II,III 
C) IV,V 
D) I,III 
E) None of these choices. 
A) I,II 
B) II,III 
C) IV,V 
D) I,III 
E) None of these choices.

Question 6

Ozonolysis of compound Z yields the products shown below.What is the structure of Z?

Accepted Answer

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

Question 7

Give a mechanistic explanation for the formation of the following product in significant yield.What other product(s)might also be obtained? Explain clearly.

Accepted Answer

@#IMG-DLM& The regioselective addition of a proton

Question 8

Treating 1-methylcyclohexene with HCl would yield primarily which of these?

Accepted Answer

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

Question 9

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 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 chief product of the acid-catalyzed hydration of 2,5-dimethyl-2-hexene?

Accepted Answer

A) 2,5-dimethyl-1-hexanol 
B) 2,5-dimethyl-2-hexanol 
C) 2,5-dimethyl-3-hexanol 
D) 2,5-dimethyl-2,3-hexanediol 
E) 2,5-dimethyl-3,4-hexanediol 
A) 2,5-dimethyl-1-hexanol 
B) 2,5-dimethyl-2-hexanol 
C) 2,5-dimethyl-3-hexanol 
D) 2,5-dimethyl-2,3-hexanediol 
E) 2,5-dimethyl-3,4-hexanediol

Question 12

The introduction of a small amount of a peroxide to a hydrogen halide addition of an alkene will result in a(n)___ addition where the hydrogen in the addition appears adds to the carbon with the ___ number of hydrogens.

Accepted Answer

anti-Marko

Question 13

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 14

Compound X has the molecular formula C6H10.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm-1.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is:

Accepted Answer

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

Question 15

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

Accepted Answer

The answer of $\pi$ bonds are quite susceptible to reaction...

Question 16

How many of the products shown below are possible in the following reaction?

Accepted Answer

A) 1 
B) 2 
C) 4 
D) All of them. 
E) None of them. 
A) 1 
B) 2 
C) 4 
D) All of them. 
E) None of them.

Question 17

Which of these is not a possible product when cyclopentene reacts with an aqueous solution of bromine?

Accepted Answer

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

Question 18

A reagent or test that could be used to distinguish between 1-pentene and 1-pentyne would be:

Accepted Answer

A) Bromine in carbon tetrachloride 
B) Dilute aqueous potassium permanganate 
C) Chlorine in carbon tetrachloride 
D) H2SO4 
E) IR examination 
A) Bromine in carbon tetrachloride 
B) Dilute aqueous potassium permanganate 
C) Chlorine in carbon tetrachloride 
D) H2SO4 
E) IR examination

Question 19

Deduce the structure of an unknown compound A,C8H14,from the following data.Briefly,but clearly explain your rationale.A decolorizes Br2/CCl4,and upon reaction with excess H2/Ni,affords 1-ethyl-2-methylcyclopentane.When A is subjected to ozonolysis,the following product is obtained.

Accepted Answer

A must be 3-ethyl-4-

Question 20

Predict the product(s)of the oxidation of 2,3,4-trimethyl-1,5-heptadiene with hot,alkaline KMnO4.

Accepted Answer

Exam 8: Alkenes and Alkynes II

The conversion of ethylene to vinyl bromide can be accomplished by use of these reagents in the order indicated.

An unknown compound,A,has the molecular formula C7H12.On oxidation with hot aqueous potassium permanganate,A yields CH3CH2COOH and (CH3)2CHCOOH.Which of the following structures best represents A?

What is the major product for the following reaction?

What is the major product for the following reaction?

What are the major product(s)formed by treating 1,2-dimethyl cyclopentene with Br2?

Ozonolysis of compound Z yields the products shown below.What is the structure of Z?

Give a mechanistic explanation for the formation of the following product in significant yield.What other product(s)might also be obtained? Explain clearly.

Treating 1-methylcyclohexene with HCl would yield primarily which of these?

What is the major product for the following reaction?

What is the major product of the following reaction sequence?

What is the chief product of the acid-catalyzed hydration of 2,5-dimethyl-2-hexene?

The introduction of a small amount of a peroxide to a hydrogen halide addition of an alkene will result in a(n)___ addition where the hydrogen in the addition appears adds to the carbon with the ___ number of hydrogens.

What is the major product of the following reaction sequence?

Compound X has the molecular formula C6H10.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm-1.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is:

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

How many of the products shown below are possible in the following reaction?

Which of these is not a possible product when cyclopentene reacts with an aqueous solution of bromine?

A reagent or test that could be used to distinguish between 1-pentene and 1-pentyne would be:

Deduce the structure of an unknown compound A,C8H14,from the following data.Briefly,but clearly explain your rationale.A decolorizes Br2/CCl4,and upon reaction with excess H2/Ni,affords 1-ethyl-2-methylcyclopentane.When A is subjected to ozonolysis,the following product is obtained.

Predict the product(s)of the oxidation of 2,3,4-trimethyl-1,5-heptadiene with hot,alkaline KMnO4.

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

An unknown compound,A,has the molecular formula C₇H₁₂.On oxidation with hot aqueous potassium permanganate,A yields CH₃CH₂COOH and (CH₃)₂CHCOOH.Which of the following structures best represents A?

What are the major product(s)formed by treating 1,2-dimethyl cyclopentene with Br₂?

The introduction of a small amount of a peroxide to a hydrogen halide addition of an alkene will result in a(n)_ addition where the hydrogen in the addition appears adds to the carbon with the _ number of hydrogens.

Compound X has the molecular formula C₆H₁₀.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm^-1.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is:

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

Deduce the structure of an unknown compound A,C₈H₁₄,from the following data.Briefly,but clearly explain your rationale.A decolorizes Br₂/CCl₄,and upon reaction with excess H₂/Ni,affords 1-ethyl-2-methylcyclopentane.When A is subjected to ozonolysis,the following product is obtained.

Predict the product(s)of the oxidation of 2,3,4-trimethyl-1,5-heptadiene with hot,alkaline KMnO₄.