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The common name for the following molecule is: The common name for the following molecule is: A) acetaldehyde B) dimethyl aldehyde C) ethyl ketone D) formaldehyde E) methylmethanal


A) acetaldehyde
B) dimethyl aldehyde
C) ethyl ketone
D) formaldehyde
E) methylmethanal

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

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In a carbonyl group


A) the oxygen acts as a Lewis acid.
B) the C=O bond length is shortened due to resonance.
C) the carbon is sp3 hybridized.
D) the carbon is nucleophilic and the oxygen is electrophilic.
E) the carbon is electrophilic and the oxygen is nucleophilic.

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

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Which of the following aldehydes can exist in equilibrium with a cyclic hemiacetal?


A) 4-pentenal
B) 3-hydroxypropanal
C) 2-hydroxybutanal
D) 3-hydroxybutanal
E) 4-hydroxybutanal

F) A) and C)
G) A) and E)

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The name of the following is: The name of the following is: A) 2-hydroxy-4-pentanone. B) 2-oxo-4-pentanol. C) 4-oxo-2-pentanol. D) 1-acetyl-2-propanol. E) 4-hydroxy-2-pentanone.


A) 2-hydroxy-4-pentanone.
B) 2-oxo-4-pentanol.
C) 4-oxo-2-pentanol.
D) 1-acetyl-2-propanol.
E) 4-hydroxy-2-pentanone.

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

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The second step in the base catalyzed aldol condensation is:


A) formation of the enolate ion
B) addition of an enolate to a carbonyl group
C) protonation of the alkoxide ion
D) protonation of the carbonyl oxygen
E) loss of a proton from the Ξ±\alpha carbon

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

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The predominant product from the reaction below is: The predominant product from the reaction below is: A) B) C) D) E)


A) The predominant product from the reaction below is: A) B) C) D) E)
B) The predominant product from the reaction below is: A) B) C) D) E)
C) The predominant product from the reaction below is: A) B) C) D) E)
D) The predominant product from the reaction below is: A) B) C) D) E)
E) The predominant product from the reaction below is: A) B) C) D) E)

F) C) and E)
G) C) and D)

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Which of the following nucleophiles add reversibly to a carbonyl group? Which of the following nucleophiles add reversibly to a carbonyl group? A) I, II and IV B) II C) I and II D) III and IV E) I, II, III and IV


A) I, II and IV
B) II
C) I and II
D) III and IV
E) I, II, III and IV

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

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What reactants give the following molecule upon acid hydrolysis? What reactants give the following molecule upon acid hydrolysis? A) cyclohexyl magnesium bromide and acetaldehyde B) cyclohexanol and C) cyclohexanone and D) cyclohexanecarbaldehyde and E) cyclohexanone and ethenyl magnesium bromide


A) cyclohexyl magnesium bromide and acetaldehyde
B) cyclohexanol and What reactants give the following molecule upon acid hydrolysis? A) cyclohexyl magnesium bromide and acetaldehyde B) cyclohexanol and C) cyclohexanone and D) cyclohexanecarbaldehyde and E) cyclohexanone and ethenyl magnesium bromide
C) cyclohexanone and What reactants give the following molecule upon acid hydrolysis? A) cyclohexyl magnesium bromide and acetaldehyde B) cyclohexanol and C) cyclohexanone and D) cyclohexanecarbaldehyde and E) cyclohexanone and ethenyl magnesium bromide
D) cyclohexanecarbaldehyde and What reactants give the following molecule upon acid hydrolysis? A) cyclohexyl magnesium bromide and acetaldehyde B) cyclohexanol and C) cyclohexanone and D) cyclohexanecarbaldehyde and E) cyclohexanone and ethenyl magnesium bromide
E) cyclohexanone and ethenyl magnesium bromide

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

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What type of compound is produced from the following reaction? What type of compound is produced from the following reaction? A) an amide B) an alcohol C) an acid D) an aldehyde E) a ketone


A) an amide
B) an alcohol
C) an acid
D) an aldehyde
E) a ketone

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

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Which of the following molecules is a hemiacetal?


A) Which of the following molecules is a hemiacetal? A) B) C) D) E)
B) Which of the following molecules is a hemiacetal? A) B) C) D) E)
C) Which of the following molecules is a hemiacetal? A) B) C) D) E)
D) Which of the following molecules is a hemiacetal? A) B) C) D) E)
E) Which of the following molecules is a hemiacetal? A) B) C) D) E)

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

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What is the class of compound produced from the reaction of a ketone with hydrazine?


A) oxime
B) amide
C) hydrazone
D) semicarbazone
E) imide

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

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The organic product of the reaction The organic product of the reaction is: A) B) C) D) E) is:


A) The organic product of the reaction is: A) B) C) D) E)
B) The organic product of the reaction is: A) B) C) D) E)
C) The organic product of the reaction is: A) B) C) D) E)
D) The organic product of the reaction is: A) B) C) D) E)
E) The organic product of the reaction is: A) B) C) D) E)

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

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Which reagent can be used to accomplish the following transformation? Which reagent can be used to accomplish the following transformation? A) pyridinium chlorochromate B) Tollens' reagent C) NaBH<sub>4</sub> D) H<sub>2</sub>, Ni E) NaH


A) pyridinium chlorochromate
B) Tollens' reagent
C) NaBH4
D) H2, Ni
E) NaH

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

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What is the structure of cyclohexanecarbaldehyde?


A) What is the structure of cyclohexanecarbaldehyde? A) B) C) D) E)
B) What is the structure of cyclohexanecarbaldehyde? A) B) C) D) E)
C) What is the structure of cyclohexanecarbaldehyde? A) B) C) D) E)
D) What is the structure of cyclohexanecarbaldehyde? A) B) C) D) E)
E) What is the structure of cyclohexanecarbaldehyde? A) B) C) D) E)

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

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Which hydrogens in the following compound will be exchanged most rapidly for deuterium upon reaction with D2O and NaOD? Which hydrogens in the following compound will be exchanged most rapidly for deuterium upon reaction with D<sub>2</sub>O and NaOD? A) H<sub>1</sub> B) H<sub>2</sub> C) H<sub>3</sub> D) H<sub>4</sub> E) H<sub>5</sub>


A) H1
B) H2
C) H3
D) H4
E) H5

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

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The IUPAC name for ethyl methyl ketone is


A) 2-butanone
B) 2-pentanone
C) 3-pentanone
D) propanone
E) acetophenone

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

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The major product obtained from The major product obtained from is: A) B) C) D) E) is:


A) The major product obtained from is: A) B) C) D) E)
B) The major product obtained from is: A) B) C) D) E)
C) The major product obtained from is: A) B) C) D) E)
D) The major product obtained from is: A) B) C) D) E)
E) The major product obtained from is: A) B) C) D) E)

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

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The equilibrium that exists between the keto and enol forms of aldehydes and ketones is known as:


A) stereoisomerism
B) configurational isomerism
C) geometric isomerism
D) tautomerism
E) positional isomerism

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

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Which of the following compounds will not act as a nucleophile in an Aldol reaction?


A) Which of the following compounds will not act as a nucleophile in an Aldol reaction? A) B) C) D) HCHO E) C and D
B) Which of the following compounds will not act as a nucleophile in an Aldol reaction? A) B) C) D) HCHO E) C and D
C) Which of the following compounds will not act as a nucleophile in an Aldol reaction? A) B) C) D) HCHO E) C and D
D) HCHO
E) C and D

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

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Which of the following is a hydrazone?


A) Which of the following is a hydrazone? A) B) C) D) E)
B) Which of the following is a hydrazone? A) B) C) D) E)
C) Which of the following is a hydrazone? A) B) C) D) E)
D) Which of the following is a hydrazone? A) B) C) D) E)
E) Which of the following is a hydrazone? A) B) C) D) E)

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

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