Quiz: Orgo 2 ortho para and meta directors

This quiz set covers ortho, para, and meta directors in organic chemistry, focusing on their effects on electrophilic aromatic substitution reactions.

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What are ortho and para directors?

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Ortho and para directors are substituents that direct electrophilic aromatic substitution to the ortho and para positions of an aromatic ring.

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Quiz(32 questions)

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1. Which of the following groups is considered an ortho/para director?

Terms in this Study Set(32)

Ortho and Para Directors(18)

What are ortho and para directors?

Ortho and para directors are substituents that direct electrophilic aromatic substitution to the ortho and para positions of an aromatic ring.

Name a common ortho/para director.

Examples include -OH (hydroxyl), -OCH₃ (methoxy), and -NH₂ (amino) groups.

True or False: Halogens are ortho/para directors.

True. Halogens (like -Cl, -Br) are ortho/para directors due to their ability to donate electrons through resonance.

Ortho and para directors: Electrophile or nucleophile?

Electrophile. They enhance the electron density of the aromatic ring, making it more reactive towards electrophiles.

Fill in the blank: The presence of ________ in a substituent makes it an ortho/para director.

lone pairs or double bonds.

Which position is favored in ortho/para directors?

Both ortho and para positions are favored, but steric hindrance can make one position more favorable.

How do resonance structures relate to ortho/para directors?

Ortho/para directors can stabilize the carbocation intermediate via resonance, enhancing reaction rates.

Compare ortho and para positions in substitution reactions.

Ortho positions can face steric hindrance, while para positions often yield higher substitution rates due to less crowding.

True or False: Alkyl groups are ortho/para directors.

True. Alkyl groups (like -CH₃) donate electrons and direct substitution to ortho and para positions.

Describe the effect of a -NO₂ group on substitution.

-NO₂ is a meta director, as it withdraws electrons, making ortho and para positions less favorable.

What is an example of a reaction involving an ortho director?

The nitration of anisole (methoxybenzene) leads to substitution at the ortho and para positions of the ring.

Name two ortho and para directing groups.

-OH (hydroxyl), -NH₂ (amino) - both increase electron density in the aromatic ring.

Cause → Effect: Why do ortho/para directors increase reactivity?

They stabilize the positive charge in the carbocation intermediate through resonance, making substitution more favorable.

Which substituent directs para over ortho?

Sterically bulky groups (like -tBu) favor para substitution due to reduced steric clashes.

What happens during electrophilic aromatic substitution with ortho/para directors?

The electrophile attacks the aromatic ring, preferentially at the ortho or para position, forming a sigma complex.

Fill in the blank: The ________ of the aromatic ring increases with ortho/para directors.

nucleophilicity.

True or False: -COOH is an ortho director.

False. -COOH is a meta director due to its electron-withdrawing effect.

What type of bond is formed during electrophilic aromatic substitution?

A sigma bond is formed when the electrophile attacks the carbon atom of the aromatic ring.

Meta Directors(14)

Identify a common meta director.

Nitro group (-NO2) is a meta director.

True or False: Meta directors stabilize carbocation intermediates.

False. Meta directors destabilize carbocation intermediates.

Fill in the blank: Meta directors are typically ___________.

electron-withdrawing groups.

How does a meta director affect substitution?

They direct electrophilic substitution to the meta position.

Compare ortho/para directors and meta directors.

Ortho/para directors donate electrons; meta directors withdraw electrons.

What is the effect of a halogen on substitution?

Halogens are weakly deactivating meta directors.

Example: What happens with nitrobenzene?

Electrophilic substitution occurs at the meta position, yielding meta-substituted products.

List two examples of meta directors.

- Carbonyl groups (-C=O) - Sulfonyl groups (-SO3H)

Cause → Effect: What happens with a strong electron-withdrawing group?

It directs substitution to the meta position.

True or False: Meta directors favor para substitution.

False. Meta directors do not favor para substitution.

What role does resonance play in meta directing?

Resonance structures stabilize ortho/para positions, not meta.

Identify the role of a carboxylic acid group.

It's a meta director due to its electron-withdrawing nature.

What is the main characteristic of meta directors?

They have electron-withdrawing effects that hinder nucleophilicity.

Meta directors in electrophilic aromatic substitution lead to __________.

substitution at the meta position.

Questions in this Study Set(32)

1. Which of the following groups is considered an ortho/para director?

A.-OH
B.-NO₂
C.-COOH
D.-CF₃

2. Which of the following is a common example of a meta director?

A.-NO2
B.-OH
C.-NH2
D.-CH3

3. True or False: The -NH₂ group is a meta director.

A.True
B.False
C.Partially True
D.None of the above

4. True or False: Meta directors stabilize carbocation intermediates.

A.True
B.False
C.Depends on the director
D.None of the above

5. Which of the following is NOT an ortho/para director?

A.-OCH₃
B.-C₂H₅
C.-NO₂
D.-NH₂

6. Fill in the blank: Meta directors are typically ___________.

A.electron-donating groups
B.electron-withdrawing groups
C.neutral groups
D.alkyl groups

7. What is the primary reason ortho/para directors enhance the reactivity of an aromatic ring?

A.They stabilize the negative charge
B.They stabilize the positive charge
C.They increase steric hindrance
D.They decrease nucleophilicity

8. How do meta directors affect the position of substitution?

A.They favor ortho substitution
B.They favor para substitution
C.They direct substitution to the meta position
D.They have no effect on substitution

9. Which of the following statements about electrophilic aromatic substitution is true?

A.Electrophiles attack at meta positions
B.Electrophiles attack at ortho or para positions
C.Only ortho positions are attacked
D.All positions are equally attacked

10. Compare the effect of ortho/para directors to meta directors.

A.Both donate electrons
B.Both withdraw electrons
C.Ortho/para directors withdraw electrons, meta directors donate
D.Ortho/para directors donate electrons, meta directors withdraw

11. What happens to the reaction rate when a bulky ortho/para director is present?

A.Only ortho substitution occurs
B.Only para substitution occurs
C.Both ortho and para substitution rates decrease
D.Reaction rate is unaffected

12. What is the effect of a halogen on electrophilic substitution?

A.Strongly activating
B.Weakly deactivating meta director
C.Strongly deactivating ortho/para director
D.No effect

13. Fill in the blank: The presence of ________ in a substituent typically makes it an ortho/para director.

A.electron-withdrawing groups
B.electron-donating groups
C.halogens
D.alkanes

14. When performing electrophilic substitution on nitrobenzene, what is the expected outcome?

A.Substitution at the ortho position
B.Substitution at the para position
C.Substitution at the meta position
D.No substitution occurs

15. True or False: Alkyl groups such as -CH₃ are meta directors.

A.True
B.False
C.Partially True
D.None of the above

16. Which of the following is NOT a known meta director?

A.-C=O
B.-SO3H
C.-NH2
D.-NO2

17. Which position is generally favored for substitution when an ortho/para director is present?

A.Only ortho
B.Only para
C.Both, but para is often favored
D.None

18. Cause → Effect: What happens when a strong electron-withdrawing group is present?

A.Directs substitution to the ortho position
B.Directs substitution to the para position
C.Directs substitution to the meta position
D.No effect on substitution

19. Which of the following groups does NOT stabilize the carbocation intermediate during electrophilic substitution?

A.-OCH₃
B.-NH₂
C.-NO₂
D.-C(CH₃)₃

20. True or False: Meta directors favor substitution at the para position.

A.True
B.False
C.Only in certain conditions
D.None of the above

21. What type of bond is formed when an electrophile attacks the aromatic ring?

A.Pi bond
B.Sigma bond
C.Hydrogen bond
D.Ionic bond

22. What role does resonance play in the behavior of meta directors?

A.It stabilizes meta positions
B.It stabilizes ortho/para positions
C.It has no impact
D.It destabilizes all positions

23. How does resonance influence ortho/para directors?

A.It decreases electron density
B.It stabilizes reaction intermediates
C.It increases steric effects
D.It has no effect

24. Identify the role of a carboxylic acid group in electrophilic aromatic substitution.

A.Ortho director
B.Para director
C.Meta director
D.No role

25. Which of the following is a characteristic of ortho/para directing groups?

A.They withdraw electrons
B.They donate electrons
C.They have no effect on the ring
D.They only affect meta positions

26. What is the main characteristic of meta directors in reactions?

A.They have electron-withdrawing effects
B.They have electron-donating effects
C.They are neutral
D.They increase nucleophilicity

27. Which position is typically less hindered during electrophilic aromatic substitution?

A.Ortho
B.Para
C.Meta
D.None of the above

28. In electrophilic aromatic substitution, meta directors lead to __________.

A.Substitution at the ortho position
B.Substitution at the para position
C.Substitution at the meta position
D.No substitution

29. Fill in the blank: The presence of a hydrocarbon chain like -C₃H₇ typically acts as a(n) ________ director.

A.meta
B.ortho/para
C.non-director
D.deactivator

30. Which of the following reactions serves as an example of an ortho/para directing group at work?

A.Nitration of benzene
B.Nitration of toluene
C.Nitration of nitrobenzene
D.Nitration of phenol

31. What is the effect of a -OCH₃ group on electrophilic aromatic substitution?

A.It directs substitution to the ortho and para positions.
B.It directs substitution mainly to the meta position.
C.It has no effect on substitution positions.
D.It decreases the reaction rate.

32. Which of the following statements is true regarding ortho/para directors?

A.They stabilize carbocation intermediates via resonance.
B.They withdraw electrons from the aromatic ring.
C.They prefer substitution at the meta position.
D.They decrease the nucleophilicity of the aromatic ring.

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