Question 1

Provide the preferred reagent pair to synthesize 3-ethylpent-2-ene via a Wittig reaction.

Accepted Answer

CH₃CH₂COCH₂CH...

Question 2

How might one prepare 4-heptanone from CH3CH2CH2CN in two steps?

Accepted Answer

Question 3

Treatment of a nitrile with a Grignard reagent followed by hydrolysis results in ________.

Accepted Answer

A)   an ester
B)   a ketone
C)   an aldehyde
D)   an ether
E)   an alcoholF) A) and C)
G) B) and C)

Question 4

In the mass spectrum of 3,3-dimethyl-2-butanone, the base peak will occur at m/z ________.

Accepted Answer

A)   43
B)   58
C)   84
D)   85
E)   100F) A) and B)
G) C) and D)

Question 5

When HOCH2CH2CH2CH2COCH2CH2CH2CH2OH is heated in the presence of an acid catalyst, a reaction occurs. This product has the formula C9H16O2. Provide the structure of this product.

Accepted Answer

Question 6

The proton NMR spectrum of an unknown compound contains a triplet at 3) 3CCHO B)  CH3CH2CH2CO2H C)  CH3CH2CH2CHO D)  CH3CO CH2Ph E)  PhCHO" class="answers-bank-image d-inline" rel="preload" > Which of the following could be this unknown?

Accepted Answer

A)   (CH3) 3CCHO
B)   CH3CH2CH2CO2H
C)   CH3CH2CH2CHO
D)   CH3CO CH2Ph
E)   PhCHOF) C) and E)
G) A) and B)

Question 7

Provide the proper IUPAC name for CH3CHBrCH2COCH2CHO.

Accepted Answer

5-bromo-3-...

Question 8

What would be the product of the following reaction?

Accepted Answer

A)   
B)   
C)   
D)   
E)   F) A) and D)
G) A) and C)

Question 9

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 10

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 11

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 12

Why do acetal-forming reactions that use ethylene glycol have more favorable equilibrium constants than those using methanol?

Accepted Answer

A)   Ethylene glycol reacts more rapidly.
B)   They are more favorable on entropy grounds.
C)   They are more favorable on enthalpy grounds.
D)   Ethylene glycol is acidic and catalyzes the reaction.
E)   The ethylene acetal can serve as a protecting group.F) None of the above
G) B) and D)

Question 13

Provide the structure of the compound which results when HCN adds to pentanal.

Accepted Answer

The answer of Provide the structure of the compound which...

Question 14

Which of the following compounds is most soluble in water?

Accepted Answer

A)   acetone
B)   cyclohexanone
C)   2-butanone
D)   3-octanone
E)   benzophenoneF) None of the above
G) A) and B)

Question 15

Provide the major organic product which results when  
is treated with

Accepted Answer

The answer of Provide the major organic product which results...

Question 16

Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH2CH2OH) to produce an acetal.

Accepted Answer

Question 17

Provide the proper IUPAC name for CH3CHOHCH2COCH2C(CH3)2CH2CH3.

Accepted Answer

2-hydroxy-...

Question 18

When H2NCH2CH2CH2CH2COCH3 is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C6H11N. Provide the structure of this product.

Accepted Answer

Question 19

Which of the following compounds would show only one triplet in its off resonance decoupled  spectrum?

Accepted Answer

A)   acetone
B)   butanal
C)   pentanal
D)   2-pentanone
E)   3-pentanoneF) A) and E)
G) C) and D)

Question 20

What organic compound is generated when PhCOCl is treated with

Accepted Answer

The answer of What organic compound is generated when PhCOCl...

Exam 18: Ketones and Aldehydes

Provide the preferred reagent pair to synthesize 3-ethylpent-2-ene via a Wittig reaction.

Correct AnswerverifiedCH3CH2COCH2CH...View AnswerShow Answer

Treatment of a nitrile with a Grignard reagent followed by hydrolysis results in ________.

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What would be the product of the following reaction?

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What organic compound is generated when PhCOCl is treated with

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The proton NMR spectrum of an unknown compound contains a triplet at Which of the following could be this unknown?

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Provide the major organic product of the reaction shown below.

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Provide the major organic product of the reaction shown below.

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How might one prepare 4-heptanone from CH3CH2CH2CN in two steps?

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Provide the major organic product which results when is treated with

Correct AnswerverifiedShow Answer

Provide the proper IUPAC name for CH3CHOHCH2COCH2C(CH3)2CH2CH3.

Correct Answerverified2-hydroxy-...View AnswerShow Answer

In the mass spectrum of 3,3-dimethyl-2-butanone, the base peak will occur at m/z ________.

Correct AnswerverifiedShow Answer

Provide the proper IUPAC name for CH3CHBrCH2COCH2CHO.

Correct Answerverified5-bromo-3-...View AnswerShow Answer

When HOCH2CH2CH2CH2COCH2CH2CH2CH2OH is heated in the presence of an acid catalyst, a reaction occurs. This product has the formula C9H16O2. Provide the structure of this product.

Correct AnswerverifiedShow Answer

Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH2CH2OH) to produce an acetal.

Correct AnswerverifiedShow Answer

When H2NCH2CH2CH2CH2COCH3 is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C6H11N. Provide the structure of this product.

Correct AnswerverifiedShow Answer

Which of the following compounds would show only one triplet in its off resonance decoupled spectrum?

Correct AnswerverifiedShow Answer

Which of the following compounds is most soluble in water?

Correct AnswerverifiedShow Answer

Provide the major organic product of the reaction shown below.

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Why do acetal-forming reactions that use ethylene glycol have more favorable equilibrium constants than those using methanol?

Correct AnswerverifiedShow Answer

Provide the structure of the compound which results when HCN adds to pentanal.

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CH₃CH₂COCH₂CH...
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How might one prepare 4-heptanone from CH₃CH₂CH₂CN in two steps?

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Provide the proper IUPAC name for CH₃CHOHCH₂COCH₂C(CH₃)₂CH₂CH₃.

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2-hydroxy-...
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Provide the proper IUPAC name for CH₃CHBrCH₂COCH₂CHO.

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5-bromo-3-...
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When HOCH₂CH₂CH₂CH₂COCH₂CH₂CH₂CH₂OH is heated in the presence of an acid catalyst, a reaction occurs. This product has the formula C₉H₁₆O₂. Provide the structure of this product.

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Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH₂CH₂OH) to produce an acetal.

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When H₂NCH₂CH₂CH₂CH₂COCH₃ is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C₆H₁₁N. Provide the structure of this product.

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