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What type of reaction was most likely used to prepare the following compound? What type of reaction was most likely used to prepare the following compound? A) aldol condensation B) acetoacetic ester synthesis C) mixed Claisen condensation D) malonic ester synthesis E) Robinson annulation


A) aldol condensation
B) acetoacetic ester synthesis
C) mixed Claisen condensation
D) malonic ester synthesis
E) Robinson annulation

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

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C

Alpha halogenation of a ketone can be accomplished using____________.


A) Br2, acid catalyst
B) Br2, base catalyst
C) 1. LDA 2. Br2
D) NaBr, H2O, heat
E) all except D

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

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Which is the correct order of decreasing acidity (increasing pKa) ? Which is the correct order of decreasing acidity (increasing pK<sub>a</sub>) ? A) 4>3>2>1>5 B) 3>2>1>4>5 C) 5>4>2>1>3 D) 1>2>3>4>5 E) 3>1>2>4>5


A) 4>3>2>1>5
B) 3>2>1>4>5
C) 5>4>2>1>3
D) 1>2>3>4>5
E) 3>1>2>4>5

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

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


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

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

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What type of reaction was used to synthesize the following compound? What type of reaction was used to synthesize the following compound? A) aldol condensation B) acetoacetic ester synthesis C) Claisen condensation D) malonic ester synthesis E) Robinson annulation


A) aldol condensation
B) acetoacetic ester synthesis
C) Claisen condensation
D) malonic ester synthesis
E) Robinson annulation

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

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Which method cannot be used to form an enolate ion from a ketone?


A) KOH, ethanol
B) NaOCH2CH3/ethanol
C) LDA
D) CH3CO2Na
E) NaNH2

F) B) and D)
G) D) and E)

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D

Which compound is the starting material for the following reaction? Which compound is the starting material for the following reaction? A) B) C) D) E)


A) Which compound is the starting material for the following reaction? A) B) C) D) E)
B) Which compound is the starting material for the following reaction? A) B) C) D) E)
C) Which compound is the starting material for the following reaction? A) B) C) D) E)
D) Which compound is the starting material for the following reaction? A) B) C) D) E)
E) Which compound is the starting material for the following reaction? A) B) C) D) E)

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

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E

A Michael reaction ____________.


A) forms a 1,5-dicarbonyl compound
B) forms a beta-hydroxyaldehyde or beta-hydroxyketone
C) forms a cyclic beta-keto ester
D) forms a methyl ketone with three more carbons than the alkyl halide
E) forms a carboxylic acid with two more carbons than the alkyl halide

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

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Which set of reagents can be used to synthesize the following compound? Which set of reagents can be used to synthesize the following compound? A) 1. CH<sub>3</sub>NH<sub>2</sub>/H<sup>+</sup> 2. C<sub>6</sub>H<sub>5</sub>-Br B) 1. NaOH 2. C<sub>6</sub>H<sub>5</sub>-CH<sub>2</sub>OTs C) 1. NaH 2. CH<sub>3</sub>CH<sub>2</sub>Br D) 1. LDA 2. C<sub>6</sub>H<sub>5</sub>-CH<sub>2</sub>Br E) 1. CH<sub>3</sub>MgBr 2. C<sub>6</sub>H<sub>5</sub>-CH<sub>2</sub>Br


A) 1. CH3NH2/H+ 2. C6H5-Br
B) 1. NaOH 2. C6H5-CH2OTs
C) 1. NaH 2. CH3CH2Br
D) 1. LDA 2. C6H5-CH2Br
E) 1. CH3MgBr 2. C6H5-CH2Br

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

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