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Which of the following sets of substituents are all ortho/para directing in electrophilic aromatic substitution reactions?


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

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

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Which of the following is the reactive intermediate formed in the electrophilic nitration of nitrobenzene with HNO3 and H2SO4? Which of the following is the reactive intermediate formed in the electrophilic nitration of nitrobenzene with HNO<sub>3</sub> and H<sub>2</sub>SO<sub>4</sub>?   A)  1 B)  2 C)  3 D)  4


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

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

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

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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) None of the above

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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?

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

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

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

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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?

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

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Which of the following cannot be prepared from benzene in two synthetic steps? Which of the following cannot be prepared from benzene in two synthetic steps?   A)  1 B)  2 C)  3 D)  4


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

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

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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) None of the above
F) All of the above

Correct Answer

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What is the role of AlCl3 in Friedel Crafts acylations using acid chlorides?


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

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

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Which mechanism accounts for the reaction of 4-bromo-1-nitrobenzene with sodium hydroxide to form 4-nitrophenol?


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

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

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What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)? What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

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What is the major organic product obtained from the following reaction (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)? What is the major organic product obtained from the following reaction (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)?

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What is the electrophile in the reaction of benzene with a mixture of nitric acid and sulfuric acid?


A) HONO
B) NO+
C) NO2+
D) benzene

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

Correct Answer

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What is the major organic product obtained from the following reaction (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)? What is the major organic product obtained from the following reaction (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

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?

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Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic chlorinatio of nitroobenzene. Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic chlorinatio of nitroobenzene.

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