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


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

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

Correct Answer

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


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

E) A) and B)
F) A) and C)

Correct Answer

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Which of the following compounds will have the lowest frequency for carbonyl absorption in IR spectroscopy? Which of the following compounds will have the lowest frequency for carbonyl absorption in IR spectroscopy?   A) I B) II C) III D) IV


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

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

Correct Answer

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?   A) Propionyl phenol B) Phenyl propanoate C) Phenol propanoate D) Phenyl acetate


A) Propionyl phenol
B) Phenyl propanoate
C) Phenol propanoate
D) Phenyl acetate

E) A) and B)
F) A) and C)

Correct Answer

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What is the structure for ethyl 4-chlorobenzoate? What is the structure for ethyl 4-chlorobenzoate?   A) I B) II C) III D) IV


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

E) All of the above
F) None of the above

Correct Answer

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


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

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

Correct Answer

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What is the first step in the general mechanism for nucleophilic acyl substitution?


A) Protonation of the carbonyl
B) Removal of an a-proton
C) Addition of the nucleophile to the carbonyl
D) Loss of the leaving group

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

Correct Answer

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What is the missing reagent in the reaction below? What is the missing reagent in the reaction below?   A) Acetic acid B) NaOMe C) SOCl<sub>2</sub> D) Pyridine


A) Acetic acid
B) NaOMe
C) SOCl2
D) Pyridine

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

Correct Answer

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


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

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

Correct Answer

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


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

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

Correct Answer

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Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution. Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution.   A) I > II > III B) III > II > I C) II > III > I D) III > I > II


A) I > II > III
B) III > II > I
C) II > III > I
D) III > I > II

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

Correct Answer

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An unknown compound has a sharp, medium peak at 2250 cm-1.The unknown compound is probably


A) an alkane.
B) an aldehyde.
C) an alkene.
D) a nitrile.

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

Correct Answer

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Will the following reaction occur? Will the following reaction occur?   A) Yes B) No


A) Yes
B) No

C) A) and B)
D) undefined

Correct Answer

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What is the product of the following reaction (after acidic work-up) ? What is the product of the following reaction (after acidic work-up) ?   A) I B) II C) III D) IV


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

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

Correct Answer

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?   A) 2-fluorobutanonitrile B) 2-fluoropentanonitrile C) 3-fluoropentanonitrile D) 2-fluorobutylcyanide


A) 2-fluorobutanonitrile
B) 2-fluoropentanonitrile
C) 3-fluoropentanonitrile
D) 2-fluorobutylcyanide

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

Correct Answer

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From the list below, pick the compound that does not react with acetyl chloride.


A) Isopropyl alcohol
B) Benzoic acid
C) Ammonia
D) Triethyl amine

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

Correct Answer

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Will the following reaction occur? Will the following reaction occur?   A) Yes B) No


A) Yes
B) No

C) A) and B)
D) undefined

Correct Answer

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


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

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

Correct Answer

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How can you convert a carboxylic acid into an ester?


A) Heat with an alcohol and catalytic acid.
B) Deprotonate with a base and react with an alcohol.
C) Deprotonate with a base and react with an alkyl halide.
D) Both (a) heat with an alcohol and catalytic acid and (c) deprotonate with a base and react with an alkyl halide.
E) Both (a) heat with an alcohol and catalytic acid and (b) deprotonate with a base and react with an alcohol.

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

Correct Answer

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Which of the following statements about amides is true?


A) Amides react with methyl alcohol in the presence of an acid catalyst to form an ester.
B) Amides are hydrolyzed in acid or base to form carboxylic acids or carboxylate anions.
C) Amides react with thionyl chloride to form the acid chloride.
D) Amides do not react under any conditions.They are inert compounds.

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

Correct Answer

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