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Which of the following undergoes the most rapid sulfonation upon treatment with fuming sulfuric acid?


A) benzene
B) benzoic acid
C) benzonitrile
D) nitrobenzene

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

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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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

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Which of the following sets of substituents are all deactivating groups in electrophilic aromatic substitution reactions?


A) Cl, CN, NO2
B) Cl, NH2, CH3
C) CH3, OCH3, COCH3
D) CH3, NH2, OCH3

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

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Which mechanism accounts for the reaction of 4-bromotoluene with sodium amide to form a mixture of 3- and 4-aminotoluene?


A) Bimolecular nucleophilic substitution (SN2)
B) Nucleophilic aromatic substitution by elimination-addition
C) Nucleophilic aromatic substitution by addition-elimination
D) Electrophilic aromatic substitution

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

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B

Provide the structure (a single resonance contributor) of the key intermediate in the following reaction. Provide the structure (a single resonance contributor) of the key intermediate in the following reaction.

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What type of intermediate is formed in the reaction between chlorobenzene and tert-butyl chloride and AlCl3 to give 4-chloro-1-tert-butylbenzene?


A) Meisenheimer complex
B) benzyne
C) cyclohexadienyl cation
D) benzyl radical

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

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Which of the following is the reactive intermediate formed in the electrophilic Friedel-Crafts acylation of toluene with CH3COCl and AlCl3? Which of the following is the reactive intermediate formed in the electrophilic Friedel-Crafts acylation of toluene with CH<sub>3</sub>COCl and AlCl<sub>3</sub>? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and D)
F) A) 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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-toluene with sodium amide? Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-toluene with sodium amide? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following chlorobenzenes does not undergo nucleophilic aromatic substitution upon treatment with NaNH2? Which of the following chlorobenzenes does not undergo nucleophilic aromatic substitution upon treatment with NaNH<sub>2</sub>? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What type of intermediate is formed in the reaction between bromobenzene and sodium amide to give aniline?


A) Meisenheimer complex
B) benzyne
C) cyclohexadienyl cation
D) benzyl radical

E) A) and B)
F) A) 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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

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) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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B

Which of the following reactions or sequences will provide 1-propylbenzene as the major product?


A) treatment of benzene with isopropyl alcohol and HF
B) treatment of benzene with propanoyl chloride and AlCl3; followed by reaction with Zn(Hg) and HCl
C) treatment of benzene with 1-chloropropane and AlCl3
D) treatment of benzene with 1-propene and HF

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

Correct Answer

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What is the electrophile in the reaction of benzene with acetyl chloride, CH3COCl, and AlCl3?


A) CH3CºO+
B) CH3+
C) CH3CO2-
D) benzene

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

Correct Answer

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A

Which of the following compounds undergoes the most rapid nucleophilic substitution with hydroxide ion? Which of the following compounds undergoes the most rapid nucleophilic substitution with hydroxide ion? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What is the role of FeBr3 in electrophilic aromatic bromination of benzene using Br2?


A) nucleophile
B) electrophile
C) Lewis acid
D) base

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

Correct Answer

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What is the major organic product obtained from the following sequence of reactions? What is the major organic product obtained from the following sequence of reactions? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following substituents is ortho/para directing and deactivating in electrophilic aromatic substitution reactions?


A) COCH3
B) NH3
C) Br
D) CH2CH3

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

Correct Answer

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Showing 1 - 20 of 83

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