# Predicting the Major Monobromination Product Below are a series of aromatic compounds and reactions. For each, predict the major monobromination product when reacted with FeBr₃ and Br₂. 1. **Compound 1**: - **Structure**: A benzene ring with a tert-butyl group attached. - **Reaction Conditions**: FeBr₃, Br₂. 2. **Compound 2**: - **Structure**: A benzene ring with a trifluoromethyl (CF₃) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 3. **Compound 3**: - **Structure**: A benzene ring with an acetyl (COCH₃) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 4. **Compound 4**: - **Structure**: A benzene ring with an amino (NH₂) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 5. **Compound 5**: - **Structure**: A benzene ring with both an amino (NH₂) group and a tert-butyl group attached. - **Reaction Conditions**: FeBr₃, Br₂. ### Explanation of the Reaction Conditions - **FeBr₃ and Br₂**: These are typical reagents used in electrophilic aromatic substitution reactions. FeBr₃ acts as a Lewis acid, facilitating the formation of the bromine electrophile from Br₂, which then substitutes a hydrogen atom on the aromatic ring. ### Tips for Predicting the Major Product - Consider activating and deactivating groups: - Activating groups (e.g., NH₂) direct bromination to ortho and para positions. - Deactivating groups (e.g., COCH₃, CF₃) generally direct bromination to the meta position. - Consider steric effects, where large groups might hinder bromination at nearby positions. Use this guide to predict the position where bromine will most likely substitute on the benzene ring for each compound.
# Predicting the Major Monobromination Product Below are a series of aromatic compounds and reactions. For each, predict the major monobromination product when reacted with FeBr₃ and Br₂. 1. **Compound 1**: - **Structure**: A benzene ring with a tert-butyl group attached. - **Reaction Conditions**: FeBr₃, Br₂. 2. **Compound 2**: - **Structure**: A benzene ring with a trifluoromethyl (CF₃) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 3. **Compound 3**: - **Structure**: A benzene ring with an acetyl (COCH₃) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 4. **Compound 4**: - **Structure**: A benzene ring with an amino (NH₂) group attached. - **Reaction Conditions**: FeBr₃, Br₂. 5. **Compound 5**: - **Structure**: A benzene ring with both an amino (NH₂) group and a tert-butyl group attached. - **Reaction Conditions**: FeBr₃, Br₂. ### Explanation of the Reaction Conditions - **FeBr₃ and Br₂**: These are typical reagents used in electrophilic aromatic substitution reactions. FeBr₃ acts as a Lewis acid, facilitating the formation of the bromine electrophile from Br₂, which then substitutes a hydrogen atom on the aromatic ring. ### Tips for Predicting the Major Product - Consider activating and deactivating groups: - Activating groups (e.g., NH₂) direct bromination to ortho and para positions. - Deactivating groups (e.g., COCH₃, CF₃) generally direct bromination to the meta position. - Consider steric effects, where large groups might hinder bromination at nearby positions. Use this guide to predict the position where bromine will most likely substitute on the benzene ring for each compound.
Transcribed Image Text:# Predicting the Major Monobromination Product
Below are a series of aromatic compounds and reactions. For each, predict the major monobromination product when reacted with FeBr₃ and Br₂.
1. **Compound 1**:
- **Structure**: A benzene ring with a tert-butyl group attached.
- **Reaction Conditions**: FeBr₃, Br₂.
2. **Compound 2**:
- **Structure**: A benzene ring with a trifluoromethyl (CF₃) group attached.
- **Reaction Conditions**: FeBr₃, Br₂.
3. **Compound 3**:
- **Structure**: A benzene ring with an acetyl (COCH₃) group attached.
- **Reaction Conditions**: FeBr₃, Br₂.
4. **Compound 4**:
- **Structure**: A benzene ring with an amino (NH₂) group attached.
- **Reaction Conditions**: FeBr₃, Br₂.
5. **Compound 5**:
- **Structure**: A benzene ring with both an amino (NH₂) group and a tert-butyl group attached.
- **Reaction Conditions**: FeBr₃, Br₂.
### Explanation of the Reaction Conditions
- **FeBr₃ and Br₂**: These are typical reagents used in electrophilic aromatic substitution reactions. FeBr₃ acts as a Lewis acid, facilitating the formation of the bromine electrophile from Br₂, which then substitutes a hydrogen atom on the aromatic ring.
### Tips for Predicting the Major Product
- Consider activating and deactivating groups:
- Activating groups (e.g., NH₂) direct bromination to ortho and para positions.
- Deactivating groups (e.g., COCH₃, CF₃) generally direct bromination to the meta position.
- Consider steric effects, where large groups might hinder bromination at nearby positions.
Use this guide to predict the position where bromine will most likely substitute on the benzene ring for each compound.
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