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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 B)
F) B) and D)

Correct Answer

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What is the electrophile in aromatic sulfonation?


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

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

Correct Answer

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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


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

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

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

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

Correct Answer

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Which of the following statements about nucleophilic aromatic substitution is true?


A) For the addition-elimination pathway, the nucleophile may become attached either at the site bearing the leaving group or at the site bearing the ortho hydrogen atom.
B) For the elimination-addition pathway, the nucleophile becomes attached only at the site bearing the leaving group.
C) The elimination-addition mechanism is not as common as the addition-elimination mechanism.
D) In the addition-elimination mechanism, the aromatic ring first accepts a pair of electrons from a nucleophile to form a cationic intermediate.

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

Correct Answer

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Consider the tetracyclic aromatic compound drawn below, with rings labelled as I, II, III, and IV.Which of the four rings is most reactive in electrophilic aromatic substitution? Consider the tetracyclic aromatic compound drawn below, with rings labelled as I, II, III, and IV.Which of the four rings is most reactive in electrophilic aromatic substitution?   A) I B) II C) III D) IV


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

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

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

Correct Answer

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What are the two effects that have to be considered to determine the influence a substituent will have on electrophilic aromatic substitution?


A) Steric and electronic
B) Inductive and steric
C) Inductive and resonance
D) Resonance and electronic

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

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C

Which of the following substituents is a meta director?


A) ¾ N(CH3) 2
B) ¾ OCH3
C) ¾ NHCOCH3
D) ¾ SO3H

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

Correct Answer

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Why is the nitro group a meta director?


A) Because it is sterically very large.
B) Because it adds electron density to the meta position, thus activating it.
C) Because it stabilizes the intermediate cation.
D) Because it removes more electron density from the ortho and para positions than the meta position, thus deactivating the meta position less.

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

Correct Answer

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D

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

Correct Answer

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Gradable: automatic Rank the following compounds in order of decreasing reactivity in electrophilic aromatic substitution. Gradable: automatic Rank the following compounds in order of decreasing reactivity in electrophilic aromatic substitution.   A) II > IV > I > III B) II > III > IV > I C) IV > II > I > III D) IV > I > II > III


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

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

Correct Answer

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D

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

Correct Answer

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


A) HO ¾
B) CH3NH ¾
C) CH3O ¾
D) (CH3) 3N+¾

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

Correct Answer

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