Free Practice Quiz Question List

06 Substitution and Elimination Reactions Online Quiz Questions

Use this free practice quiz with 20 questions to review 06 Substitution and Elimination Reactions, test your knowledge, and prepare for your next test or exam.

20 questions
01
True or false
1 point

True or false: In an SN2 reaction, nucleophile bond formation and leaving-group departure occur in one concerted step.

  1. A

    True

  2. B

    False

02
Choose one
1 point

Which substrate is generally more favorable for an SN2 reaction, assuming both have the same good leaving group?

  1. A

    A methyl substrate

  2. B

    A tertiary substrate

03
Fill in the blank
1 point

An SN2 reaction at a stereogenic carbon causes of configuration at that reaction center.

04
Written response
1 point

What solvent category commonly favors SN2 reactions by leaving anionic nucleophiles relatively reactive?

05
True or false
1 point

True or false: For an idealized SN1 reaction, changing the nucleophile concentration does not appear in the rate law.

  1. A

    True

  2. B

    False

06
Choose one
1 point

A substrate reacts by SN1. Which sequence describes the key events in this mechanism?

  1. A

    The nucleophile bonds as the leaving group departs in a single step.

  2. B

    The leaving group departs first, and a nucleophile then attacks a carbocation.

  3. C

    A base removes a neighboring hydrogen as the leaving group departs in a single step.

  4. D

    A base removes a neighboring hydrogen before the leaving group departs.

07
Choose all
1 point

Which conditions commonly support an SN1 pathway? Select all that apply.

  1. A

    A substrate that can form a stable carbocation

  2. B

    A methyl substrate with a strong nucleophile in a polar aprotic solvent

  3. C

    A polar protic solvent

  4. D

    A weak or neutral nucleophile

08
Written response
1 point

In a typical E2 reaction, what geometric relationship is generally required between the C–H bond being broken and the C–leaving-group bond?

09
Fill in the blank
1 point

For an E2 reaction on a cyclohexane ring, the relevant hydrogen and leaving group usually must both be and trans to one another.

10
Choose all
1 point

Which statements about E1 elimination are correct? Select all that apply.

  1. A

    The leaving group departs before a base removes a neighboring hydrogen.

  2. B

    The mechanism proceeds through a carbocation intermediate.

  3. C

    The base and substrate participate together in the rate-determining step.

  4. D

    Carbocation rearrangements may occur before the alkene forms.

11
Choose one
1 point

In an E2 reaction with more than one possible alkene product, which trend is commonly observed when a small base is used?

  1. A

    A small base generally favors the less substituted Hofmann alkene.

  2. B

    A small base often favors the more substituted Zaitsev alkene.

  3. C

    A bulky base always produces only the more substituted alkene.

  4. D

    Base size cannot influence the relative amounts of alkene products.

12
Open ended
1 point

Compare SN1 and SN2 reactions by explaining their key mechanistic steps, what determines their rates, and the typical stereochemical outcome at a stereogenic reaction center.

13
Choose one
1 point

Which statement best describes hydroxide as a leaving group in substitution and elimination reactions?

  1. A

    Hydroxide is generally a good leaving group without any modification.

  2. B

    Hydroxide is generally poor as a leaving group unless converted into water or another better leaving group.

  3. C

    Leaving-group ability matters only in SN2 reactions.

  4. D

    A good leaving group prevents both substitution and elimination.

14
True or false
1 point

True or false: For an idealized SN1 mechanism, doubling the nucleophile concentration while keeping the substrate concentration fixed doubles the reaction rate.

  1. A

    True

  2. B

    False

15
Written response
1 point

What stereochemical outcome occurs at a stereogenic reaction center during an SN2 reaction?

16
Choose one
1 point

A primary alkyl halide reacts with a strong, unhindered nucleophile that is not a strong base in acetone. Which pathway is most favored?

  1. A

    SN2

  2. B

    SN1

  3. C

    E1

  4. D

    E2

17
Choose one
1 point

A substrate can form a stable carbocation and reacts with a weak, neutral nucleophile by substitution. Which solvent type commonly supports this pathway?

  1. A

    A polar aprotic solvent

  2. B

    A polar protic solvent

  3. C

    A nonpolar solvent

  4. D

    A solvent that cannot stabilize ions

18
Choose one
1 point

Which group is generally a poor leaving group unless it is converted into water or another better leaving group?

  1. A

    Iodide

  2. B

    Bromide

  3. C

    Tosylate

  4. D

    Hydroxide

19
Choose one
1 point

When 2-bromobutane undergoes E2 elimination with a small base, which alkene is often the major product?

  1. A

    1-butene

  2. B

    2-butene

  3. C

    Both alkenes are necessarily formed in equal amounts

  4. D

    No alkene can form

20
Written response
1 point

What geometric relationship is generally required between the C–H bond and the C–leaving-group bond in an E2 reaction?