Question 1

What is the product of the following reaction?

Accepted Answer

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

Question 2

What is the product of the following reaction?

Accepted Answer

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

Question 3

Identify how you could synthesize an enamine.

Accepted Answer

A)  React a ketone or an aldehyde with a secondary amine.
B)  React a ketone or an aldehyde with a primary amine.
C)  React a ylide with a primary amine.
D)  React a ylide with a secondary amine.E) C) and D)
F) A) and B)

Question 4

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

Accepted Answer

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

Question 5

What is the product of the following reaction?

Accepted Answer

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

Question 6

Using IR spectroscopy,how can you tell the difference between a ketone and an aldehyde?

Accepted Answer

A)  A ketone has no carbonyl stretch at 1720 cm-1.
B)  An aldehyde has a carbonyl stretch at 1820 cm-1.
C)  An aldehyde has two C-H stretches between 2700-2850 cm-1.
D)  A ketone has no C-H stretches.E) B) and C)
F) None of the above

Question 7

How would the following compounds be distinguishable using IR and 1H NMR spectroscopy? 1H NMR spectroscopy?   A) The 1H NMR spectrum of compound I will have two singlets. B) The C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II. C) The 1H NMR spectrum of compound II will have one triplet at a chemical shift of about 4. D) The 1H NMR spectrum of compound I will have two singlets AND the C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  The 1H NMR spectrum of compound I will have two singlets.
B)  The C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II.
C)  The 1H NMR spectrum of compound II will have one triplet at a chemical shift of about 4.
D)  The 1H NMR spectrum of compound I will have two singlets AND the C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II.E) B) and C)
F) A) and C)

Question 8

Name the following aldehyde.

Accepted Answer

A)  1-Methylcyclopentanal
B)  2-Methylcyclopentanal
C)  2-Methylcyclopentanecarbaldehyde
D)  1-MethylcyclopentanylcarbaldehydeE) None of the above
F) All of the above

Question 9

What needs to be done to make the following reaction go to starting materials?

Accepted Answer

A)  Heat the reaction.
B)  Add aqueous acid.
C)  Add aqueous base.
D)  Add water.E) B) and C)
F) None of the above

Question 10

Which is the most reactive carbonyl compound?

Accepted Answer

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

Question 11

Butanal (MW= 72) has a boiling point of 76 °C while butanol (MW= 74) has a boiling point of 118 °C.What accounts for this difference in boiling points?

Accepted Answer

A)  Butanol is polar while butanal is not polar.
B)  Butanol can exhibit dipole-dipole interactions while butanal cannot.
C)  Butanol can hydrogen bond and butanal cannot hydrogen bond.
D)  Butanal is less sterically hindered than butanol.E) A) and B)
F) All of the above

Question 12

What is the missing reagent in the reaction below?

Accepted Answer

A)  Ethyl amine,mild acid
B)  Diethylamine,mild acid
C)  Diethylamine,strong acid
D)  Diethylamine,NaOMeE) A) and B)
F) All of the above

Question 13

What is the IUPAC name for the following compound?

Accepted Answer

A)  Pivaldehyde
B)  2,2-Dimethylpropanal
C)  Tert-butyl aldehyde
D)  2,2-DimethylpentanalE) None of the above
F) B) and D)

Question 14

What is the product of the following reaction?

Accepted Answer

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

Question 15

Which of the following will have the highest wave number for the carbonyl stretch in the IR spectrum?

Accepted Answer

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

Question 16

Which of the following products is (are) formed by Wittig reaction of CH3CH2CH2CHO with Ph3P CHCH3? 3CH2CH2CHO with Ph3P CHCH3?   A) Only I B) Only II C) Only III D) Only I and II" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 17

What is the product of the following reaction?

Accepted Answer

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

Question 18

Which of the following statements about carbohydrates is not true?

Accepted Answer

A)  Carbohydrates are sugars and starches.
B)  Carbohydrates often contain acetals and hemiacetals.
C)  In solution,glucose is in the cyclic acetal form only.
D)  Glucose can form a cyclic hemiacetal from the acyclic polyhydroxy aldehyde.E) C) and D)
F) A) and D)

Question 19

What is the product of the following sequence of reactions?

Accepted Answer

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

Question 20

What product is formed when the following compound is hydrolyzed with aqueous acid?

Accepted Answer

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

Exam 18: Aldehydes and Ketones - Nucleophilic Addition

Which is the most reactive carbonyl compound?

Correct AnswerverifiedShow Answer

What is the product of the following reaction?

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Which of the following products is (are) formed by Wittig reaction of CH3CH2CH2CHO with Ph3P CHCH3?

Correct AnswerverifiedShow Answer

How would the following compounds be distinguishable using IR and 1H NMR spectroscopy?

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What is the IUPAC name for the following compound?

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What is the product of the following reaction?

Correct AnswerverifiedShow Answer

Butanal (MW= 72) has a boiling point of 76 °C while butanol (MW= 74) has a boiling point of 118 °C.What accounts for this difference in boiling points?

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What is the product of the following reaction?

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

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Which of the following will have the highest wave number for the carbonyl stretch in the IR spectrum?

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What is the product of the following reaction?

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Which of the following statements about carbohydrates is not true?

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Using IR spectroscopy,how can you tell the difference between a ketone and an aldehyde?

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What product is formed when the following compound is hydrolyzed with aqueous acid?

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What is the product of the following reaction?

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Identify how you could synthesize an enamine.

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Name the following aldehyde.

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What is the missing reagent in the reaction below?

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What is the product of the following sequence of reactions?

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What needs to be done to make the following reaction go to starting materials?

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Which of the following products is (are) formed by Wittig reaction of CH₃CH₂CH₂CHO with Ph₃P CHCH₃?

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How would the following compounds be distinguishable using IR and ¹H NMR spectroscopy?

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