Deck 12: Oxidation and Reduction

Question 1

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

Answer 1

III > I > II > IV

Question 2

A compound X of molecular formula C₈H₁₂ with no triple bonds reacts with one equivalent of H₂ to give a new compound having molecular formula C₈H₁₄.What can be inferred about the structure of compound X?

A)Compound X has 3 rings.
B)Compound X has 3 p bonds.
C)Compound X has 1 ring and 2 p bonds.
D)Compound X has 2 rings and 1 p bond.

Answer 2

Compound X has 2 rings and 1 p bond.

Question 3

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.

Answer 3

Reduction results in an increase in the number of C-Z bonds.

Question 4

What is the correct classification of the following reaction?

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

Question 5

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 6

What is the correct classification of the following reaction?

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

Question 7

What is the correct classification of the following reaction?

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

Question 8

What is the correct classification of the following reaction?

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

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 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 11

What is the correct classification of the following reaction?

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

Question 12

What is the correct classification of the following reaction?

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

Question 13

What is the correct classification of the following reaction?

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

Question 14

Rank the following compounds in order of increasing oxidation level (from lowest to highest).

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

Question 15

Determine the product of the following reaction.

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

Question 16

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 17

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 18

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

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

Question 19

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.

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

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 22

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 23

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

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

Question 24

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 25

Determine the 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

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 28

Determine the product of the following reaction.

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

Question 29

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 30

What reagent is required to accomplish the following transformation?

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

Question 31

Determine the product of the following reaction,ignoring stereochemistry.

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

Question 32

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 33

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 34

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 35

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

Question 36

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

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

Question 37

What reagent is required to accomplish the following transformation?

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

Question 38

Determine the product of the following reaction.

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

Question 39

What is the starting material in the following reaction?

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

Question 40

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 41

Predict the major product of the following reaction.

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

Question 42

What is the major product of the following reaction?

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

Question 43

What reagents are necessary to perform the following reaction?

A)H₂,Lindlar's
B)Na,NH₃
C)O₃
D)KMnO₄

Question 44

Determine the product of the following reaction.

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

Question 45

Predict the major product of the following reaction.

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

Question 46

What reagents are necessary to perform the following reaction?

A)PCC
B)K₂Cr₂O₇,H₂SO₄,H₂O
C)LiAlH₄,H₂O
D)Na,NH₃

Question 47

What reagents are necessary to perform the following reaction?

A)LiAlH₄,H₂O
B)O₂
C)KMnO₄
D)PCC

Question 48

What is the product of the following reaction?

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

Question 49

What is the starting material in the following reaction?

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

Question 50

What is the starting material in the following reaction?

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

Question 51

What is the major product of the following reaction?

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