Question 1

Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent, NaBH4. 4.   A)  I

Accepted Answer

A)   I 
B)   III 
C)   II 
D)   II < I < IIIE) A) and D)
F) B) and D)

Question 2

What is the major organic product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) A) and B)
F) B) and C)

Question 3

Which reagent can be used to reduce the alkene in cyclopentenone?

Accepted Answer

A)   NaBH4
B)   LiAlH4
C)   H2 and Pd-C
D)   DIBAL-HE) B) and C)
F) None of the above

Question 4

Which reagent can be used to reduce the carbonyl in methyl vinyl ketone?

Accepted Answer

A)   NaBH4/CH3OH
B)   H2 and Pd-C
C)   FeCl3
D)   NaHE) A) and B)
F) A) and C)

Question 5

What is the missing reagent in the reaction below? 2, [3] acidic work-up B)  [1] CO2, [2] NaOH C)  [1] CO2, [2] acidic work-up D)  LiAlH4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   [1] Mg, [2] CO2, [3] acidic work-up
B)   [1] CO2, [2] NaOH
C)   [1] CO2, [2] acidic work-up
D)   LiAlH4E) C) and D)
F) B) and C) A

Question 6

What is the product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and C)
F) None of the above

Question 7

What is the major organic product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and D)
F) None of the above

Question 8

If a compound is reduced, what is the result?

Accepted Answer

A)   Fewer C-H bonds
B)   Increased number of C-H bonds
C)   Fewer C-Z bonds
D)   Both increased number of C-H bonds and fewer C-Z bondsE) A) and C)
F) All of the above

Question 9

What is the major organic product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) C) and D)
F) None of the above

Question 10

What is the major organic product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) All of the above
F) C) and D)

Question 11

What will be the product of the following reaction (before any aqueous work-up) ?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) All of the above
F) B) and D)

Question 12

What is the major organic product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) A) and B)
F) None of the above

Question 13

Which of the following terms explain why aldehydes are more reactive than ketones?

Accepted Answer

A)   Electronegativity and resonance
B)   Hybridization and resonance
C)   Electronegativity and hybridization
D)   Sterics and electronicsE) None of the above
F) All of the above

Question 14

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution reactions, starting with the least reactive compound.

Accepted Answer

A)   III 
B)   II 
C)   III 
D)   II < I < IIIE) A) and C)
F) C) and D) D

Question 15

What is the missing reagent in the reaction below? 4/CH3OH B)  DIBAL-H C)  H2, Pd-C D)  LiAlH4 then H2O" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaBH4/CH3OH
B)   DIBAL-H
C)   H2, Pd-C
D)   LiAlH4 then H2OE) A) and B)
F) None of the above

Question 16

The behavior of acid chlorides is different from that of aldehydes in a reaction with a nucleophile because

Accepted Answer

A)   The acid chloride contains a better leaving group.
B)   The aldehyde is more easily oxidized.
C)   The carbonyl of the aldehyde is more positive.
D)   The carbonyl of the aldehyde is less hindered.E) B) and C)
F) A) and D) A

Question 17

What is the major organic product in the following sequence of reactions?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) All of the above
F) None of the above

Question 18

What is the product of the following reaction?

Accepted Answer

A)   Only I
B)   Only II
C)   Only III
D)   Only I and IIE) B) and C)
F) None of the above

Question 19

What is the missing reagent in the reaction below? 4/CH3OH B)  H2, Pd-C C)  LiAlH4 then H2O D)  MeMgBr then H2O" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaBH4/CH3OH
B)   H2, Pd-C
C)   LiAlH4 then H2O
D)   MeMgBr then H2OE) B) and C)
F) None of the above

Question 20

If the starting material has no stereogenic centers, when carbonyl compounds are reduced with a reagent such as LiAlH4 or NaBH4 and a new stereogenic center is formed, what will the composition of the product mixture be?

Accepted Answer

A)   Forms a racemic mixture of the two possible enantiomers
B)   Forms more of one enantiomer than another because of steric reasons around the carbonyl
C)   Forms more of one enantiomer than another depending on the temperature of the reaction
D)   Forms different products depending on the solvent usedE) A) and B)
F) A) and C)

Exam 20: Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent, NaBH4.

Correct AnswerverifiedShow Answer

What is the major organic product of the following reaction?

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Which reagent can be used to reduce the alkene in cyclopentenone?

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Which reagent can be used to reduce the carbonyl in methyl vinyl ketone?

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What is the missing reagent in the reaction below?

Correct AnswerverifiedA

What is the product of the following reaction?

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What is the major organic product of the following reaction?

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If a compound is reduced, what is the result?

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What is the major organic product of the following reaction?

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What is the major organic product of the following reaction?

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What will be the product of the following reaction (before any aqueous work-up) ?

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What is the major organic product of the following reaction?

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Which of the following terms explain why aldehydes are more reactive than ketones?

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Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution reactions, starting with the least reactive compound.

Correct AnswerverifiedD

What is the missing reagent in the reaction below?

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The behavior of acid chlorides is different from that of aldehydes in a reaction with a nucleophile because

Correct AnswerverifiedA

What is the major organic product in the following sequence of reactions?

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What is the product of the following reaction?

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What is the missing reagent in the reaction below?

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If the starting material has no stereogenic centers, when carbonyl compounds are reduced with a reagent such as LiAlH4 or NaBH4 and a new stereogenic center is formed, what will the composition of the product mixture be?

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Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent, NaBH₄.

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A

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D

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A

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If the starting material has no stereogenic centers, when carbonyl compounds are reduced with a reagent such as LiAlH₄ or NaBH₄ and a new stereogenic center is formed, what will the composition of the product mixture be?

Correct Answer
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