Aromatic Compounds and Electrophilic Substitution - Problem Set
Q. In the nitration of benzene, which reagent is used to generate the nitronium ion (NO2+)?
A.
HNO3
B.
H2SO4
C.
HCl
D.
NaNO2
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Solution
Concentrated sulfuric acid (H2SO4) is used to generate the nitronium ion (NO2+) from nitric acid (HNO3) in the nitration of benzene.
Correct Answer: B — H2SO4
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Q. What is the product of the Friedel-Crafts acylation of benzene with acetyl chloride (CH3COCl)?
A.
Acetophenone
B.
Benzophenone
C.
Benzyl acetate
D.
Phenyl acetate
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Solution
The product is acetophenone, formed when benzene reacts with acetyl chloride in the presence of a Lewis acid catalyst.
Correct Answer: A — Acetophenone
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Q. What is the stereochemistry of the product formed from the electrophilic substitution of 1,2-dimethylbenzene (o-xylene)?
A.
R
B.
S
C.
R and S
D.
None
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Solution
The product can have both R and S configurations due to the presence of two methyl groups that can influence the orientation of the incoming electrophile.
Correct Answer: C — R and S
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Q. Which of the following compounds will undergo electrophilic substitution more readily?
A.
Benzene
B.
Toluene
C.
Chlorobenzene
D.
Nitrobenzene
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Solution
Toluene will undergo electrophilic substitution more readily than benzene due to the electron-donating effect of the methyl group.
Correct Answer: B — Toluene
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Q. Which of the following is a common electrophile used in electrophilic aromatic substitution reactions?
A.
Bromine
B.
Benzene
C.
Alkane
D.
Alkene
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Solution
Bromine is a common electrophile used in electrophilic aromatic substitution, often activated by a Lewis acid.
Correct Answer: A — Bromine
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Q. Which substituent on a benzene ring is considered an electron-donating group?
A.
Nitro group
B.
Hydroxyl group
C.
Carboxylic acid
D.
Halogen
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Solution
The hydroxyl group (-OH) is an electron-donating group, which activates the benzene ring towards electrophilic substitution.
Correct Answer: B — Hydroxyl group
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