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What are the product(s) of the following reaction? What are the product(s) of the following reaction? A) Only I and II B) Only I and III C) Only II and III D) Only IV


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

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

Correct Answer

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Rank the following compounds in order of increasing reactivity in electrophilic aromatic substitution. Rank the following compounds in order of increasing reactivity in electrophilic aromatic substitution. A) I < II < III < IV B) II < I < IV < III C) III < IV < I < II D) II < I < III < IV


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

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

Correct Answer

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What will be the site that leads to the major mono substitution product for an electrophilic aromatic substitution reaction of the following compound? What will be the site that leads to the major mono substitution product for an electrophilic aromatic substitution reaction of the following compound? 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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What is the driving force for losing a proton as the last step in electrophilic aromatic substitution?


A) To neutralize the base that is present
B) To make room for the electrophile
C) To make the ring more reactive
D) To rearomatize the ring system

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

Correct Answer

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What is the best choice of reagent to bring about the following transformation? What is the best choice of reagent to bring about the following transformation? A) [1] LiAlH<sub>4</sub>; [2] H<sub>2</sub>O B) Zn (Hg) , HCl C) NH<sub>3</sub>, NaOH D) H<sub>2</sub>, Pd-C


A) [1] LiAlH4; [2] H2O
B) Zn (Hg) , HCl
C) NH3, NaOH
D) H2, Pd-C

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

Correct Answer

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What is a major problem with Friedel-Crafts alkylation?


A) It requires high temperatures.
B) The conditions are too acidic.
C) The starting material is frequently over-alkylated.
D) The products coordinate with the aluminum chloride.

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

Correct Answer

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What is the electrophile in aromatic sulfonation?


A) H2SO3
B) H2SO4
C) SO3+
D) HSO3+

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

Correct Answer

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Why is sulfuric acid used in aromatic nitration?


A) To keep the reaction from getting too basic
B) To form the active electrophile NO2+
C) To protonate the aromatic ring
D) To keep the reaction from getting too acidic

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

Correct Answer

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What is the reactive intermediate formed in the addition-elimination mechanism of nucleophilic aromatic substitution?


A) Carbocation
B) Radical
C) Benzyne
D) Carbanion

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

Correct Answer

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What is the electrophile in the Friedel-Crafts alkylation reaction with tert-butylchloride?


A) the tert-butyl cation
B) a complex of tert-butylchloride and aluminum chloride
C) a proton
D) aluminum chloride

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

Correct Answer

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Which of the following substituents are deactivators in electrophilic aromatic substitution?


A) HO
B) CH3NH
C) CH3O
D) (CH3) 3N+

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

Correct Answer

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What is the reactive intermediate formed in the elimination-addition mechanism of nucleophilic aromatic substitution?


A) Carbocation
B) Radical
C) Benzyne
D) Carbanion

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

Correct Answer

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


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

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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What is (are) the product(s) of the following reaction? What is (are) the product(s) of the following reaction? A) Only I B) Only II C) Only III D) Only I and III


A) Only I
B) Only II
C) Only III
D) Only I and III

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from 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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Which aryl fluoride reacts the fastest with NaOH? Which aryl fluoride reacts the fastest with NaOH? A) I B) II C) III D) IV


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

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

Correct Answer

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Which of the following statements about the mechanism of electrophilic aromatic substitution is not true?


A) All electrophilic aromatic substitution reactions occur via a two-step mechanism.
B) The transition state of the first step is lower in energy.
C) The first step is the rate-determining step.
D) The second step is the fast step.

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

Correct Answer

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Which of the following substituents is a meta director?


A) " N(CH3) 2"
B) " OCH3"
C) " NHCOCH3"
D) " SO3H"

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

Correct Answer

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