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What are the two distinct pathways for nucleophilic aromatic substitution?


A) Addition-substitution and substitution-addition
B) Addition-elimination and elimination-addition
C) Addition-addition and elimination-elimination
D) Elimination-substitution and substitution-elimination

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) I B) II C) III D) IV


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

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

Correct Answer

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


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

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

Correct Answer

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Which of the following halides will not work as an electrophile in a Friedel-Crafts alkylation reaction? Which of the following halides will not work as an electrophile in a Friedel-Crafts alkylation reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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What is the structure of compound A? What is the structure of compound A? A) I B) II C) III D) IV


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

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

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 D)
F) C) and D)

Correct Answer

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Which set of reagents would most likely bring about the following transformation? Which set of reagents would most likely bring about the following transformation? A) Br<sub>2</sub> and FeBr<sub>3</sub> B) NBS and light C) Br<sub>2</sub> in CCl<sub>4</sub> D) NaBr and H<sub>2</sub>O


A) Br2 and FeBr3
B) NBS and light
C) Br2 in CCl4
D) NaBr and H2O

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

Correct Answer

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


A) CH3O ¾
B) Cl ¾
C) NO2 ¾
D) HSO3¾

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

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 B)
F) None of the above

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

Correct Answer

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Which of the following substituents is an ortho,para director?


A) ¾ CHO
B) ¾ COOH
C) ¾ NHCOR
D) ¾ CN

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

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


A) Increasing the electronegativity of the halogen increases the reactivity of the aryl halide.
B) Increasing the number of electron-withdrawing groups increases the reactivity of the aryl halide.
C) Electron-withdrawing groups stabilize the intermediate carbanion,and lower the energy of the transition state.
D) When a nitro group is located meta to the halogen,the negative charge of the intermediate carbanion can be delocalized onto the NO2 group,thus stabilizing it.

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

Correct Answer

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What is the major organic product of the following reaction? What is the major organic 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) A) and B)

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


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

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

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 II


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

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

Correct Answer

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