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Which of the following amines will react with cyclopentanone to form an enamine?


A) CH3CH2CH2CH2NH2
B) (CH3) 3N
C) pyridine
D) (CH3) 3CNH2
E) none of the above

F) All of the above
G) B) and C)

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What reagent can be used to convert benzophenone into triphenylmethanol?

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PhMgBr followed by hydrolysis

Give the product for the following reaction. Give the product for the following reaction. A) CH<sub>3</sub>CH<sub>2</sub>NHCH<sub>3</sub> B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH C) D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>NHCH<sub>3</sub> E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>N(CH<sub>3</sub>) <sub>2</sub>


A) CH3CH2NHCH3
B) CH3CH2CH2OH
C) Give the product for the following reaction. A) CH<sub>3</sub>CH<sub>2</sub>NHCH<sub>3</sub> B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH C) D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>NHCH<sub>3</sub> E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>N(CH<sub>3</sub>) <sub>2</sub>
D) CH3CH2CH2NHCH3
E) CH3CH2CH2N(CH3) 2

F) A) and B)
G) All of the above

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Propose a synthesis of 3-methyl-4-heptyn-3-ol from 1-butyne.

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1) NaNH2
2)...

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By which single-step process can benzene be readily converted into acetophenone?

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CH3COCl, AlCl3 - a Friedel-Crafts acylation reaction

Provide a detailed, stepwise mechanism for the acid-catalyzed condensation reaction between benzaldehyde and methylamine.

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Provide the structure of the hydrate that results when 4-heptanone is treated with dilute aqueous acid.

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Give the product of the following reaction. Give the product of the following reaction.

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Why do aldehydes undergo nucleophilic addition reactions while esters undergo nucleophilic acyl substitution reactions?


A) The carbonyl carbon of an ester is more electrophilic than that of an aldehyde.
B) Aldehydes are more sterically hindered than esters.
C) Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups.
D) The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized.
E) Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated since they are strongly basic.

F) A) and B)
G) A) and E)

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Identify the product for the reaction. Identify the product for the reaction. A) B) C) D) E)


A) Identify the product for the reaction. A) B) C) D) E)
B) Identify the product for the reaction. A) B) C) D) E)
C) Identify the product for the reaction. A) B) C) D) E)
D) Identify the product for the reaction. A) B) C) D) E)
E) Identify the product for the reaction. A) B) C) D) E)

F) B) and C)
G) B) and E)

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What is the major organic product of the following reaction? What is the major organic product of the following reaction? A) I B) II C) III D) IV E) V What is the major organic product of the following reaction? A) I B) II C) III D) IV E) V


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

F) None of the above
G) D) and E)

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E

What is the common name for the following compound? What is the common name for the following compound? A) chloroaldehyde B) α-chloroacetaldehyde C) β-chloroacetaldehyde D) 2-chloroethanal E) α-chloroethanal


A) chloroaldehyde
B) α-chloroacetaldehyde
C) β-chloroacetaldehyde
D) 2-chloroethanal
E) α-chloroethanal

F) All of the above
G) A) and C)

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Give the product for the following reaction. Give the product for the following reaction. A) B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>3</sub> D) E) HOCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH


A) Give the product for the following reaction. A) B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>3</sub> D) E) HOCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH
B) CH3CH2CH2OH
C) CH3CH2CH3
D) Give the product for the following reaction. A) B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>3</sub> D) E) HOCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH
E) HOCH2CH2CH2OH

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

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Provide the structure of the imine that results when 4-heptanone is treated with CH3CH2CH2NH2 in the presence of an acid catalyst.

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Which carbonyl is more susceptible to nucleophilic attack, that of cyclohexanone or that of hexanal? Provide two reasons for your choice.

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Hexanal. The partial positive charge on ...

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What is the major organic product of the following reaction? What is the major organic product of the following reaction? A) B) C) D) E)


A) What is the major organic product of the following reaction? A) B) C) D) E)
B) What is the major organic product of the following reaction? A) B) C) D) E)
C) What is the major organic product of the following reaction? A) B) C) D) E)
D) What is the major organic product of the following reaction? A) B) C) D) E)
E) What is the major organic product of the following reaction? A) B) C) D) E)

F) C) and D)
G) B) and C)

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The compound shown below can form a hemiacetal by reacting with itself in solution. The compound shown below can form a hemiacetal by reacting with itself in solution. What is the structure of this hemiacetal? A) I B) II C) III D) IV E) V What is the structure of this hemiacetal? The compound shown below can form a hemiacetal by reacting with itself in solution. What is the structure of this hemiacetal? A) I B) II C) III D) IV E) V


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

F) D) and E)
G) A) and D)

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Provide the structure of cyclohexanone oxime.

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Provide the structure of the diethyl acetal of butanal.

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Which of the following compounds is benzaldehyde? Which of the following compounds is benzaldehyde? A) I B) II C) III D) IV E) V


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

F) All of the above
G) A) and B)

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