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08 Aromatic Compounds Online Quiz Questions

Use this free practice quiz with 20 questions to review 08 Aromatic Compounds, test your knowledge, and prepare for your next test or exam.

20 questions
01
True or false
1 point

True or false: A ring that cannot remain planar or maintain continuous conjugation is classified as antiaromatic.

  1. A

    True

  2. B

    False

02
Choose one
1 point

In electrophilic aromatic substitution, what is the net change to the aromatic ring?

  1. A

    An electrophile adds across two ring carbons, leaving the ring’s hydrogen atoms in place.

  2. B

    An electrophile replaces a hydrogen on the aromatic ring.

  3. C

    A nucleophile replaces a hydrogen on the aromatic ring.

  4. D

    The aromatic ring is broken into an open-chain product.

03
True or false
1 point

True or false: Benzylic bromination under radical conditions replaces a hydrogen on the side chain rather than substituting directly on the aromatic ring.

  1. A

    True

  2. B

    False

04
Choose one
1 point

Which typical reagent set is used to brominate an aromatic ring by electrophilic aromatic substitution?

  1. A

    Br2/FeBr3\mathrm{Br_2/FeBr_3}

  2. B

    Cl2/FeCl3\mathrm{Cl_2/FeCl_3}

  3. C

    HNO3/H2SO4\mathrm{HNO_3/H_2SO_4}

  4. D

    SO3/H2SO4\mathrm{SO_3/H_2SO_4}

05
Written response
1 point

What type of substituent does Friedel–Crafts alkylation introduce onto an aromatic ring? Enter the concise group type.

06
Choose all
1 point

Which groups usually activate an aromatic ring and direct further electrophilic substitution to the ortho and para positions? Select all correct choices.

  1. A

    −OH\mathrm{-OH}

  2. B

    −NO2\mathrm{-NO_2}

  3. C

    −OR\mathrm{-OR}

  4. D

    −CN\mathrm{-CN}

  5. E

    −NH2\mathrm{-NH_2}

  6. F

    −SO3H\mathrm{-SO_3H}

07
Written response
1 point

How many π electrons are delocalized over the benzene ring? Enter a number.

08
True or false
1 point

True or false: Strong oxidation converts a tert-butyl side chain attached to an aromatic ring into a carboxylic acid, even though it has no benzylic hydrogen.

  1. A

    True

  2. B

    False

09
Choose one
1 point

Which ring feature most favors nucleophilic aromatic substitution of a leaving group?

  1. A

    Electron-donating groups meta to the leaving group

  2. B

    Electron-withdrawing groups only meta to the leaving group

  3. C

    Electron-withdrawing groups, especially ortho or para to the leaving group

  4. D

    Any substituent, regardless of its position or electronic effect

10
Choose all
1 point

Which statements about Friedel–Crafts alkylation and acylation are supported? Select all correct choices.

  1. A

    Friedel–Crafts alkylation can involve carbocation rearrangements.

  2. B

    An alkyl group can activate the ring and contribute to repeated substitution.

  3. C

    Friedel–Crafts acylation generally avoids rearrangement because it introduces an alkyl carbocation.

  4. D

    An acyl group deactivates the ring and limits further substitution.

11
Choose one
1 point

How do halogen substituents affect electrophilic aromatic substitution on a benzene ring?

  1. A

    They activate the ring and direct substitution to meta positions.

  2. B

    They deactivate the ring but direct substitution to ortho and para positions.

  3. C

    They deactivate the ring and direct substitution only to meta positions.

  4. D

    They activate the ring and direct substitution only to para positions.

12
Open ended
1 point

Explain how electrophilic aromatic substitution differs from nucleophilic aromatic substitution. Include the key intermediate or ring conditions involved in each and how the aromatic ring is restored or substituted.

13
Choose one
1 point

Which reagents and product group are characteristic of bromination of an aromatic ring by electrophilic aromatic substitution?

  1. A

    HNO₃/H₂SO₄, introducing a nitro group

  2. B

    Br₂/FeBr₃, introducing bromine

  3. C

    SO₃/H₂SO₄, introducing a sulfonic acid group

  4. D

    RCOCl/AlCl₃, introducing an acyl group

14
Written response
1 point

In aromatic sulfonation with SO₃/H₂SO₄, what group replaces a hydrogen on the ring?

15
Written response
1 point

What electrophile is generated from nitric acid in sulfuric acid for the nitration of benzene?

16
Choose one
1 point

In the usual electrophilic aromatic substitution mechanism, what happens in the first step after the electrophile is generated?

  1. A

    A base removes a proton, and the ring becomes a carbocation

  2. B

    The electrophile adds across a ring bond without changing the π system

  3. C

    The ring’s π electrons bond to the electrophile, temporarily interrupting aromaticity and forming a σ complex

  4. D

    The electrophile replaces a ring hydrogen in a single step while aromaticity remains uninterrupted

17
Choose one
1 point

A benzene ring bears an −OH substituent. What effect does this group usually have on a further electrophilic aromatic substitution?

  1. A

    It usually activates the ring and directs substitution to ortho and para positions

  2. B

    It usually deactivates the ring and directs substitution to meta positions

  3. C

    It deactivates the ring and directs substitution only to para positions

  4. D

    It has no usual effect on either rate or position

18
Choose one
1 point

Which type of aromatic ring is listed as often failing to undergo Friedel–Crafts reactions successfully?

  1. A

    A ring bearing an alkyl group

  2. B

    A ring bearing a basic amino group

  3. C

    A ring bearing a halogen

  4. D

    A ring bearing a methyl group

19
Fill in the blank
1 point

In an electrophilic aromatic substitution on nitrobenzene, the existing nitro group directs a new substituent mainly to the position. Enter the positional descriptor.

20
Fill in the blank
1 point

In a Friedel–Crafts acylation of benzene using CH3COCl/AlCl3\mathrm{CH_3COCl/AlCl_3}, the new substituent on the ring is . Enter the substituent name.