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What is the best method for carrying out the following reaction? What is the best method for carrying out the following reaction? A) I B) II C) III D) IV E) V


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

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

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Draw the four major resonance structures of the intermediate which results when o-nitrochlorobenzene is treated with NaOH.

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Which of the following structures is the most important contributor to the resonance hybrid formed when anisole undergoes o-bromination? Which of the following structures is the most important contributor to the resonance hybrid formed when anisole undergoes o-bromination? A) I B) II C) III D) IV E) V


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

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

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What is the major organic product of the reaction shown below? What is the major organic product of the reaction shown below?

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Provide the structure of the major organic product of the following reaction. Provide the structure of the major organic product of the following reaction.

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Provide a detailed,stepwise mechanism for the reaction of benzene with Br2 and FeBr3.Make sure to include the activating reaction between Br2 and FeBr3 in your mechanism.

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


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

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

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Identify the reaction(s) below that give benzoic acid as a product.You may choose more than one answer.


A) 1-phenylethanol + manganese dioxide + heat
B) 1-phenylethanol + sodium dichromate + acid + heat
C) tert-butylbenzene + sodium dichromate + acid + heat
D) ethylbenzene + sodium dichromate + acid + heat
E) phenylmethanol + manganese dioxide + heat

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

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Draw benzyl bromide.

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Propose a synthesis of the following compound benzene. Propose a synthesis of the following compound benzene.

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The name 2,4,6-tribromobenzene is incorrect.Which of the following is the correct name?


A) tribromobenzene
B) m,m-dibromobromobenzene
C) 3,5-dibromobromobenzene
D) 1,3,5-tribromobenzene
E) m,m,m-tribromobenzene

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

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Identify the best product for the following reaction. Identify the best product for the following reaction. A) B) C) D) E)


A) Identify the best product for the following reaction. A) B) C) D) E)
B) Identify the best product for the following reaction. A) B) C) D) E)
C) Identify the best product for the following reaction. A) B) C) D) E)
D) Identify the best product for the following reaction. A) B) C) D) E)
E) Identify the best product for the following reaction. A) B) C) D) E)

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

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Identify the best product for the following reaction. Identify the best product for the following reaction. A) B) C) D) E)


A) Identify the best product for the following reaction. A) B) C) D) E)
B) Identify the best product for the following reaction. A) B) C) D) E)
C) Identify the best product for the following reaction. A) B) C) D) E)
D) Identify the best product for the following reaction. A) B) C) D) E)
E) Identify the best product for the following reaction. A) B) C) D) E)

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

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Does cycloheptatriene have a higher or lower pKa than cyclopentadiene? Explain.

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Cycloheptatriene is a weaker acid than c...

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In electrophilic aromatic substitution reactions,a chlorine substituent is


A) a deactivator and a m-director
B) a deactivator and an o,p-director
C) an activator and a m-director
D) an activator and an o,p-director
E) none of the above

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

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In nitration of benzene rings,what is the role of sulfuric acid?


A) It protonates the benzene ring in the first step.
B) It protonates the -OH group of the nitric acid.
C) It protonates the nitrogen atom of the nitric acid.
D) It deprotonates the -OH group of the nitric acid.
E) none of the above

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

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What is the best method for the preparation of m-dibromobenzene from benzene?


A) nitrate; Sn/HCl; NaNO2/HCl,0°C; brominate twice
B) nitrate; Sn/HCl; NaNO2/HCl,0°C; brominate twice; H3PO2
C) nitrate; Sn/HCl; NaNO2/HCl,0°C; H3PO2; brominate twice
D) nitrate; brominate; Sn/HCl; NaNO2/HCl,0°C; CuBr
E) brominate twice

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

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Which of the following compounds reacts most slowly during nitration? Which of the following compounds reacts most slowly during nitration? A) I B) II C) III D) IV E) V


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

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

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


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

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

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What purpose does FeCl3 serve in the electrophilic aromatic substitution reaction between chlorine and benzene?


A) It serves as a radical initiator to produce the chlorine radical needed to propagate the chain reaction.
B) It functions by destabilizing the carbocationic intermediate and thereby increases the rate of H+ loss.
C) It serves as a Lewis base catalyst by reacting with Cl2 to generate chloride ions.
D) It functions by destabilizing the benzene through formation of a π-complex.
E) It serves as a Lewis acid catalyst by reacting with the Cl2 and thereby activates it toward attack by benzene's π electrons.

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

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