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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) A) and C)

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Which of the following is the reactive intermediate formed in the electrophilic bromination of toluene with Br2, FeBr3? Which of the following is the reactive intermediate formed in the electrophilic bromination of toluene with Br<sub>2</sub>, FeBr<sub>3</sub>?   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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Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic chlorination of nitrobenzene. Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic chlorination of nitrobenzene.

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

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The product of the following reaction would be 2-nitrotoluene. The product of the following reaction would be 2-nitrotoluene.

A) True
B) False

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


A) OH
B) Cl
C) CH3
D) NO2

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

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Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?


A) CN, NO2, COCH3
B) CH3, OCH3, COCH3
C) Cl, NH2, CH3
D) CH3, NH3, OCH3

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

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The name of the expected product from the following reaction is ___________________. The name of the expected product from the following reaction is ___________________.

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4-ethyl-1,...

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Consider the reaction below to answer the following question(s). Consider the reaction below to answer the following question(s).   Fill in the blank with the appropriate letter or response. -This reaction proceeds _____ (faster or slower) than when benzene is used. Fill in the blank with the appropriate letter or response. -This reaction proceeds _____ (faster or slower) than when benzene is used.

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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) None of the above

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What is the electrophile in the reaction of benzene with tert-butyl chloride and AlCl3?


A) CH3+
B) Cl+
C) (CH3) C+
D) benzene

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

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

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


A) Cl, CH3, CN
B) Br, OH, COCH3
C) Cl, OH, CH3
D) CN, NO2, COCH3

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

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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 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) B) and D)
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?

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Consider the reaction below to answer the following question(s). Consider the reaction below to answer the following question(s).   Fill in the blank with the appropriate letter or response. -The Lewis acid catalyst in the reaction is _____. Fill in the blank with the appropriate letter or response. -The Lewis acid catalyst in the reaction is _____.

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Identify a limitation of the Friedel-Crafts alkylation of benzene.


A) Acylium ion does not undergo rearrangement.
B) A benzene ring with electron-withdrawing groups can undergo alkylation under normal reaction conditions.
C) The alkylated products are less reactive than benzene.
D) Alkyl carbocation formed during a reaction can rearrange to a more stable carbocation.

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

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What type of intermediate is formed upon treatment of 1-chloro-2,4-dinitrobenzene with sodium hydroxide to give 2,4-dinitrophenol?


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

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

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