01
True or false
1 point
In electrophilic aromatic substitution, the ring typically replaces a hydrogen with an electrophile and then restores aromaticity.
Free Practice Quiz Question List
03 Aromaticity and Electrophilic Aromatic Substitution Online Quiz Questions
Use this free practice quiz with 20 questions to review 03 Aromaticity and Electrophilic Aromatic Substitution, test your knowledge, and prepare for your next test or exam.
20 questions
02
Written response
1 point
How many π electrons are present in benzene?
03
Fill in the blank
1 point
Sulfonation of an aromatic ring is reversible: the –SO₃H group can be removed with .
04
Choose one
1 point
Which group is introduced onto an aromatic ring by Friedel–Crafts acylation?
- A
–R
- B
–COR
- C
–NO₂
- D
–SO₃H
05
True or false
1 point
Sulfonation of an aromatic ring is reversible under hot, dilute aqueous acid conditions.
- A
True
- B
False
06
Fill in the blank
1 point
Relative to an existing substituent on a benzene ring, positions 1,2 are , while positions 1,4 are .
07
Written response
1 point
What is the resonance-stabilized carbocation intermediate formed when an aromatic ring bonds to an electrophile called?
08
Choose one
1 point
What outcome is expected when nitrobenzene undergoes bromination?
- A
Mainly ortho-bromonitrobenzene, with a faster reaction than benzene
- B
Mainly para-bromonitrobenzene, with a faster reaction than benzene
- C
Mainly meta-bromonitrobenzene, with a slower reaction than benzene
- D
Equal amounts of all three isomers, at the same rate as benzene
09
Choose all
1 point
Select all accurate descriptions of how these substituents affect electrophilic aromatic substitution.
- A
A ring bearing –OH is generally activated and ortho/para-directing.
- B
A ring bearing –CH₃ is generally activated and ortho/para-directing.
- C
A ring bearing –NO₂ is generally activated and meta-directing.
- D
A ring bearing –CHO is generally deactivated and meta-directing.
10
Choose all
1 point
Select all correctly matched electrophilic aromatic substitution reactions, reagent sets, and groups introduced.
- A
Nitration: HNO₃, H₂SO₄; introduces –NO₂.
- B
Friedel–Crafts alkylation: R–Cl, AlCl₃; introduces –COR.
- C
Bromination: Br₂, FeBr₃; introduces –Br.
- D
Sulfonation: SO₃, H₂SO₄; introduces –SO₃H.
11
Choose one
1 point
Anisole has a methoxy substituent (–OCH₃). When it is nitrated, which product pattern is expected?
- A
Mainly meta-nitroanisole, because –OR deactivates the ring
- B
Equal amounts of ortho- and para-nitroanisole are required
- C
Ortho- and para-nitroanisole, with para potentially favored by reduced crowding
- D
Only ortho-nitroanisole, because –OR directs exclusively to adjacent positions
12
Choose one
1 point
Which event in the EAS mechanism restores the aromatic π system after the electrophile has bonded to the ring?
- A
A base removes the electrophile, leaving the ring permanently nonaromatic.
- B
A base removes hydrogen from the carbon bearing the electrophile, restoring the π system.
- C
The ring adds a second electrophile to regain its aromaticity.
- D
The electrophile leaves as a proton, and the ring retains its hydrogen.
13
Open ended
1 point
Halogens on an aromatic ring are deactivating, yet they direct new substituents to the ortho and para positions. Explain how both effects arise and distinguish which effect governs the reaction rate from which determines orientation.
14
Choose one
1 point
When toluene is nitrated, which product prediction best accounts for both the methyl group's directing effect and steric crowding?
- A
Meta-nitrotoluene is the main product because methyl is deactivating.
- B
Ortho- and para-nitrotoluene are main products; para may be favored because it is less crowded.
- C
Only para-nitrotoluene forms, because methyl directs exclusively para.
- D
Ortho- and meta-nitrotoluene form equally because methyl has no directing effect.
15
Choose one
1 point
A ring is cyclic, planar, and fully conjugated, with a p orbital on every ring atom. It contains 10 π electrons. How is it classified by Hückel’s rule?
- A
It is aromatic because it has 4n + 2 π electrons.
- B
It is antiaromatic because it has 4n + 2 π electrons.
- C
It is nonaromatic because aromatic rings must have six π electrons.
- D
It is nonaromatic because a fully conjugated ring cannot have 10 π electrons.
16
Choose one
1 point
Why does benzene typically undergo electrophilic aromatic substitution rather than addition?
- A
Addition is preferred because it preserves the ring’s conjugation permanently.
- B
Substitution is typical because the ring can restore aromaticity after a hydrogen is replaced.
- C
Addition is preferred because it restores aromaticity by removing a hydrogen.
- D
Substitution is typical because it prevents the ring from forming a carbocation.
17
Choose one
1 point
A benzene ring has an –SO₃H substituent from sulfonation. Which conditions can remove that group?
- A
Cold, concentrated sulfuric acid
- B
Br₂ with FeBr₃
- C
Hot, dilute aqueous acid
- D
R–Cl with AlCl₃
18
Written response
1 point
During electrophilic aromatic substitution, what is the resonance-stabilized carbocation intermediate formed when the aromatic π system bonds to E⁺?
19
Written response
1 point
In Friedel–Crafts acylation of an aromatic ring using RCOCl and AlCl₃, what substituent is introduced?
20
True or false
1 point
True or false: Halogens deactivate an aromatic ring but direct electrophilic substitution to the ortho and para positions.
- A
True
- B
False