Directors: Ortho, Meta, Or Para?

1.

Chlorobenzene

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
C. Deactivating: ortho, para directing

Explanation
The given answer states that chlorobenzene is a deactivating group that directs incoming substituents to the ortho and para positions. This means that when a new substituent is added to chlorobenzene, it is more likely to be positioned at the ortho or para positions relative to the chlorine atom. This is because the chlorine atom withdraws electron density from the benzene ring, making these positions more electron deficient and therefore more favorable for the incoming substituent.

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2.

Benzenesulfonic acid

A.

Deactivating: ortho, para directing
B.

Activating: ortho, para directing
C.

Deactivating: meta directing

Correct Answer
C. Deactivating: meta directing

Explanation
This answer is correct because benzenesulfonic acid is a strong deactivating group, meaning it withdraws electron density from the benzene ring. This electron withdrawal makes the ring less reactive towards electrophilic substitution reactions. Additionally, benzenesulfonic acid is a meta directing group, meaning that it directs incoming substituents to the meta position on the ring rather than the ortho or para positions.

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3.

Bromobenzene

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
C. Deactivating: ortho, para directing

Explanation
This answer is correct because it correctly identifies bromobenzene as a deactivating group that directs incoming substituents to the ortho and para positions. This means that any new substituents added to bromobenzene will preferentially attach to the ortho or para positions rather than the meta position.

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4.

Phenol

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
A. Activating: ortho, para directing

Explanation
Phenol is a compound that contains a hydroxyl group (-OH) attached to a benzene ring. This hydroxyl group is an electron-donating group, which means it activates the benzene ring towards electrophilic aromatic substitution reactions. The presence of the hydroxyl group makes the ortho and para positions more electron-rich compared to the meta position, making them more favorable for substitution. Therefore, phenol is activating and ortho, para directing in electrophilic aromatic substitution reactions.

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5.

Nitrobenzene

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
B. Deactivating: meta directing

Explanation
Nitrobenzene is a deactivating group because it withdraws electron density from the benzene ring through resonance. This electron-withdrawing effect makes it a meta directing group, meaning that it directs incoming groups or reactions to the meta position on the benzene ring rather than the ortho or para positions.

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6.

Trimethylanilinium iodide

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
B. Deactivating: meta directing

Explanation
The given compound, trimethylanilinium iodide, is a positively charged species due to the presence of the trimethylammonium group. This positive charge makes the compound a strong electron-withdrawing group, which deactivates the aromatic ring. Since the positive charge is delocalized over the entire ring, it is not localized to specific positions, hence it is meta directing. Therefore, the correct answer is "Deactivating: meta directing."

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7.

Aniline

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
A. Activating: ortho, para directing

Explanation
Aniline is a compound that activates the ortho and para positions on a benzene ring. This means that when a reaction occurs on the benzene ring, it is more likely to happen at the ortho or para positions rather than the meta position. Aniline also has a deactivating effect on the meta position, making it less likely for a reaction to occur at that position. Therefore, aniline is classified as an activating group for the ortho and para positions and a deactivating group for the meta position.

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8.

Propylbenzene

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
A. Activating: ortho, para directing

Explanation
The correct answer is "Activating: ortho, para directing". Propylbenzene is an activating group that directs incoming substituents to the ortho and para positions on the benzene ring. This means that when a new substituent is added to the propylbenzene molecule, it will preferentially attach to the ortho or para positions rather than the meta position. This is because the propyl group activates the benzene ring, making it more susceptible to electrophilic attack at the ortho and para positions.

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9.

Phenoxide ion

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
A. Activating: ortho, para directing

Explanation
The given correct answer states that the phenoxide ion is activating and ortho, para directing. This means that the phenoxide ion increases the electron density on the ortho and para positions of the aromatic ring, making them more reactive towards electrophilic substitution reactions. This is because the negative charge on the oxygen atom of the phenoxide ion can delocalize onto the aromatic ring, stabilizing the intermediate carbocation formed during electrophilic substitution. Therefore, the phenoxide ion activates the ortho and para positions for substitution reactions.

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10.

Methyl benzoate

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
B. Deactivating: meta directing

Explanation
Methyl benzoate is a compound in which the benzene ring is attached to a methyl group (-CH3). This methyl group is an electron-donating group, making it an activating group. Activating groups are known to direct incoming electrophiles (such as an electrophilic substitution reaction) to the ortho and para positions on the benzene ring. However, in the case of methyl benzoate, the presence of the ester group (-COOCH3) deactivates the benzene ring, making it less reactive towards electrophiles. This deactivating effect also changes the directing influence of the methyl group, causing it to direct incoming electrophiles to the meta position instead. Therefore, the correct answer is "Deactivating: meta directing."

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11.

Anilide

A.

Activating: ortho, para directing
B.

Deactivating: meta directing
C.

Deactivating: ortho, para directing

Correct Answer
A. Activating: ortho, para directing

Explanation
Anilide is a compound that activates ortho and para positions in a reaction. This means that it promotes the attachment of other groups to these positions. However, it does not have a deactivating effect on these positions. Therefore, the correct answer is that anilide is activating and ortho, para directing.

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