Deck 12: Oxidation and Reduction

Question 1

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Answer 1

Reduction reaction

Question 2

Which of the following explains why heats of hydrogenation cannot be used to determine the relative stability of compounds A and B below?

A)Compound A is trisubstituted while compound B is monosubstituted.
B)Compound A has E configuration while compound B has no E/Z configuration.
C)Both compounds A and B have no E/Z configurations.
D)Hydrogenation of A and B give different alkanes.

Answer 2

Compound A is trisubstituted while compound B is monosubstituted.

Question 3

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Answer 3

Oxidation reaction

Question 4

What is the starting material in the following reaction?

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

Question 5

Rank the following compounds in order of decreasing oxidation level, putting the compound with the highest oxidation level first.

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

Question 6

Which of the following statements about oxidation and reduction is not true?

A)The conversion of an alkyne to an alkene is reduction.
B)The conversion of an alkene to an alkane is reduction.
C)Oxidation results in a decrease in the number of C-H bonds.
D)Reduction results in an increase in the number of C-Z bonds.

Question 7

Determine the product of the following reaction.

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

Question 8

Determine the product of the following reaction.

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

Question 9

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Question 10

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Question 11

Rank the following alkenes in order of increasing rate of hydrogenation.

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

Question 12

What happens to the carbon atom in the transformation of chloromethane to methyllithium? CH₃Cl + 2Li CH₃Li + LiCl

A)Oxidized
B)Reduced
C)Oxidized and reduced
D)Neither oxidized nor reduced

Question 13

What reagent is required to accomplish the following transformation?

A)Na, NH₃
B)H₂, Pd-C
C)H₂, Ni
D)H₂, Lindlar catalyst

Question 14

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Question 15

Rank the following alkenes in order of decreasing heat of hydrogenation.

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

Question 16

What reagent is required to accomplish the following transformation?

A)Na, NH₃
B)H₂, Pd-C
C)H₂, Ni
D)H₂, Lindlar catalyst

Question 17

Which of the following classes of organic compounds cannot undergo reduction easily?

A)Alkanes
B)Alkenes
C)Alkynes
D)Carboxylic acids

Question 18

Determine the product(s) of the following reaction.

A)I and III
B)II and III
C)I, II, and III
D)I or II

Question 19

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Question 20

What is the correct classification of the following reaction?

A)Reduction reaction
B)Oxidation reaction
C)Elimination reaction
D)Substitution reaction

Question 21

After ozonolysis and treatment of the unstable ozonide with CH₃SCH₃, compound A was converted to the compound below.What is the structure of compound A?

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

Question 22

What is the reagent required to accomplish the following transformation?

A)LiA1H₄
B)[1] OsO₄; [2] NaHSO₃, H₂O
C)RCO₃H, H₂O/HO^-
D)PCC/CH₂Cl₂

Question 23

Which of the following is (are) formed by ozonolysis of the following alkyne?

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

Question 24

What is (are) the product(s) of the following reaction?

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

Question 25

Predict the major product of the following reaction.

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

Question 26

Which of the following is (are) formed by ozonolysis of compound A?

A)Only I
B)Only II
C)Only I and II
D)I, II, and III

Question 27

What is (are) the product(s) of the following reaction?

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

Question 28

What is the starting material in the following sequence of reactions?

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

Question 29

What is the reagent required to accomplish the following transformation?

A)[1] OsO₄; [2] NaHSO₃, H₂O
B)KMnO₄, H₂O/HO^-
C)RCO₃H/H₂O/HO^-
D)PCC/CH₂Cl₂

Question 30

What is the product of the following reaction?

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

Question 31

Which of the following is (are) formed by ozonolysis of compound A?

A)Only I
B)Only II
C)I and II
D)I, II, and III

Question 32

Which of the following is (are) formed by ozonolysis of the following alkyne?

A)Only I
B)Only II
C)I and II
D)I, II, and III

Question 33

Determine the product of the following reaction.

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

Question 34

Which of the following statements about the reduction of epoxides with LiA1H₄ is true?

A)The nucleophile is a hydride (H^-).
B)In unsymmetrical epoxides, nucleophilic attack of H^- occurs at the more substituted carbon atom.
C)The reaction follows S_N1 mechanism.
D)The nucleophile, H^-, is a weak nucleophile.

Question 35

Which is (are) the product(s) of the following reaction?

A)Only I and II
B)Only I and III
C)Only II and III
D)I, II, and III

Question 36

Predict the major product of the following reaction.

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

Question 37

Determine the product of the following reaction, ignoring stereochemistry.

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

Question 38

Determine the product of the following reaction.

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

Question 39

Which of the following products do not form in the following reaction?

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