Aromaticity &
Electrophilic
Aromatic
Substitution
Exam with de-
tail keys
Exam Overview
Time Allowed: 2 hours
, Instructions: Answer all questions. Show all calculations and provide clear
explanations for your answers.
Section 1: Multiple-Choice Questions (MCQs)
Number of Questions: 20 questions.
Each question is worth 2 points.
1. Which of the following compounds is non-aromatic?
A) Benzene
B) Cyclopentadienyl anion
C) Cyclohexane
D) Pyridine
2. What is the effect of a strong electron-withdrawing group on the rate of
Electrophilic Aromatic Substitution?
A) Increases the rate
B) Decreases the rate
C) No effect on the rate
D) Reverses the reaction
3. What is the major product of the nitration of toluene under typical
conditions?
A) 2-Nitrotoluene
B) 3-Nitrotoluene
C) 4-Nitrotoluene
D) 1,2-Dinitrotoluene
4. Which of the following statements about aromaticity is true?
A) Aromatic compounds must have 8 π-electrons.
B) Aromatic compounds must be cyclic, planar, and follow Huckel’s rule.
C) Aromatic compounds cannot have double bonds.
D) Aromaticity is due to the presence of sp³ hybridized carbons.
5. In the Friedel-Crafts Alkylation reaction, which reagent is used to generate
the electrophile?
A) AlCl₃
B) H₂SO₄
C) HNO₃
D) FeCl₃
6. Which of the following compounds is the most reactive in Electrophilic
Aromatic Substitution?
A) Benzene
B) Nitrobenzene
C) Anisole
, D) Chlorobenzene
7. What is the product of the sulfonation of benzene?
A) Benzene sulfonic acid
B) Benzene sulfate
C) Benzene sulfonyl chloride
D) Sulfuric acid
8. Which position does a -CH₃ group direct electrophilic substitution on the
benzene ring?
A) Meta
B) Ortho and Para
C) Only Ortho
D) Only Para
9. What is the major product of the chlorination of phenol?
A) 2-Chlorophenol
B) 4-Chlorophenol
C) 2,4-Dichlorophenol
D) 2,6-Dichlorophenol
10. Which of the following is a characteristic of non-aromatic compounds?
A) Cyclic structure
B) Conjugated π-electrons
C) Planar structure
D) Non-planar structure
11. What is the role of the Lewis acid in the Friedel-Crafts Acylation reaction?
A) Acts as a base to neutralize the acid
B) Generates the acylium ion
C) Acts as a nucleophile
D) Provides a proton for the reaction
12. In the Electrophilic Aromatic Substitution of benzene, which step involves
the formation of a carbocation intermediate?
A) Electrophile generation
B) Nucleophilic attack
C) Formation of the sigma complex
D) Deprotonation
13. Which of the following compounds is expected to have the lowest
reactivity in EAS reactions?
A) Toluene
B) Phenol
C) Nitrobenzene
D) Benzene
14. What is the mechanism of the nitration of an aromatic ring?
Electrophilic
Aromatic
Substitution
Exam with de-
tail keys
Exam Overview
Time Allowed: 2 hours
, Instructions: Answer all questions. Show all calculations and provide clear
explanations for your answers.
Section 1: Multiple-Choice Questions (MCQs)
Number of Questions: 20 questions.
Each question is worth 2 points.
1. Which of the following compounds is non-aromatic?
A) Benzene
B) Cyclopentadienyl anion
C) Cyclohexane
D) Pyridine
2. What is the effect of a strong electron-withdrawing group on the rate of
Electrophilic Aromatic Substitution?
A) Increases the rate
B) Decreases the rate
C) No effect on the rate
D) Reverses the reaction
3. What is the major product of the nitration of toluene under typical
conditions?
A) 2-Nitrotoluene
B) 3-Nitrotoluene
C) 4-Nitrotoluene
D) 1,2-Dinitrotoluene
4. Which of the following statements about aromaticity is true?
A) Aromatic compounds must have 8 π-electrons.
B) Aromatic compounds must be cyclic, planar, and follow Huckel’s rule.
C) Aromatic compounds cannot have double bonds.
D) Aromaticity is due to the presence of sp³ hybridized carbons.
5. In the Friedel-Crafts Alkylation reaction, which reagent is used to generate
the electrophile?
A) AlCl₃
B) H₂SO₄
C) HNO₃
D) FeCl₃
6. Which of the following compounds is the most reactive in Electrophilic
Aromatic Substitution?
A) Benzene
B) Nitrobenzene
C) Anisole
, D) Chlorobenzene
7. What is the product of the sulfonation of benzene?
A) Benzene sulfonic acid
B) Benzene sulfate
C) Benzene sulfonyl chloride
D) Sulfuric acid
8. Which position does a -CH₃ group direct electrophilic substitution on the
benzene ring?
A) Meta
B) Ortho and Para
C) Only Ortho
D) Only Para
9. What is the major product of the chlorination of phenol?
A) 2-Chlorophenol
B) 4-Chlorophenol
C) 2,4-Dichlorophenol
D) 2,6-Dichlorophenol
10. Which of the following is a characteristic of non-aromatic compounds?
A) Cyclic structure
B) Conjugated π-electrons
C) Planar structure
D) Non-planar structure
11. What is the role of the Lewis acid in the Friedel-Crafts Acylation reaction?
A) Acts as a base to neutralize the acid
B) Generates the acylium ion
C) Acts as a nucleophile
D) Provides a proton for the reaction
12. In the Electrophilic Aromatic Substitution of benzene, which step involves
the formation of a carbocation intermediate?
A) Electrophile generation
B) Nucleophilic attack
C) Formation of the sigma complex
D) Deprotonation
13. Which of the following compounds is expected to have the lowest
reactivity in EAS reactions?
A) Toluene
B) Phenol
C) Nitrobenzene
D) Benzene
14. What is the mechanism of the nitration of an aromatic ring?
