Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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### Expected Substitution Product from a Reaction

#### Reaction Details:
**Reagents:**
- Benzyl iodide (I attached to the benzyl group)
- Sodium methoxide (NaOCH₃)

#### Question:
What substitution product are you expecting from the reaction below?

#### Reaction Scheme:
```
  Benzyl iodide
     I
      \
            +   
   NaOCH₃
                →
```

(An arrow points from the sodium methoxide to the iodide compound, indicating the direction of the chemical reaction.)

#### Potential Products:
1. **Methoxybenzene** (Benzyl methoxy compound):
   ```
     OCH₃ 
      \
   ```
   **Structure:** A benzene ring with a methoxy group (OCH₃) attached to the benzylic position.

2. **Hydroxybenzene** (Benzyl alcohol):
   ```
     OH 
      \
   ```
   **Structure:** A benzene ring with a hydroxy group (OH) attached to the benzylic position.

3. **Tert-butoxybenzene** (Benzyl tert-butoxy compound):
   ```
     O
      \
   ```
   **Structure:** A benzene ring with a tert-butoxy group (O-tert-butyl) attached to the benzylic position.

4. **No Reaction:** This reaction is unlikely to produce any substitution products.

#### Diagram Explanation:
- **Option 1:** Shows a benzene ring with a methoxy group (OCH₃) attached.
- **Option 2:** Shows a benzene ring with a hydroxy group (OH) attached.
- **Option 3:** Shows a benzene ring with a tert-butoxy group (O-tert-butyl) attached.
- **Option 4:** Text indicating that no substitution reaction is likely. 

Choose the correct product based on the expected substitution reaction mechanism involving sodium methoxide (NaOCH₃) and benzyl iodide (note that sodium methoxide is a strong nucleophile and can replace the iodine atom in the benzyl group in an Sₙ2 reaction).
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Transcribed Image Text:### Expected Substitution Product from a Reaction #### Reaction Details: **Reagents:** - Benzyl iodide (I attached to the benzyl group) - Sodium methoxide (NaOCH₃) #### Question: What substitution product are you expecting from the reaction below? #### Reaction Scheme: ``` Benzyl iodide I \ + NaOCH₃ → ``` (An arrow points from the sodium methoxide to the iodide compound, indicating the direction of the chemical reaction.) #### Potential Products: 1. **Methoxybenzene** (Benzyl methoxy compound): ``` OCH₃ \ ``` **Structure:** A benzene ring with a methoxy group (OCH₃) attached to the benzylic position. 2. **Hydroxybenzene** (Benzyl alcohol): ``` OH \ ``` **Structure:** A benzene ring with a hydroxy group (OH) attached to the benzylic position. 3. **Tert-butoxybenzene** (Benzyl tert-butoxy compound): ``` O \ ``` **Structure:** A benzene ring with a tert-butoxy group (O-tert-butyl) attached to the benzylic position. 4. **No Reaction:** This reaction is unlikely to produce any substitution products. #### Diagram Explanation: - **Option 1:** Shows a benzene ring with a methoxy group (OCH₃) attached. - **Option 2:** Shows a benzene ring with a hydroxy group (OH) attached. - **Option 3:** Shows a benzene ring with a tert-butoxy group (O-tert-butyl) attached. - **Option 4:** Text indicating that no substitution reaction is likely. Choose the correct product based on the expected substitution reaction mechanism involving sodium methoxide (NaOCH₃) and benzyl iodide (note that sodium methoxide is a strong nucleophile and can replace the iodine atom in the benzyl group in an Sₙ2 reaction).
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