OCH 3 CN NH₂ O

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**Title: Understanding Reactivity in Anionic Polymerization**

**Question:**

Circle the compound that would be most reactive towards anionic polymerization and why?

**Given Compounds:**

1. **Compound 1:**
   - Structure: An alkene with a methoxy group: \( \text{H}_2\text{C}= \text{CH}-\text{OCH}_3 \)

2. **Compound 2:**
   - Structure: An alkene with a cyano group: \( \text{H}_2\text{C}= \text{CH}-\text{CN} \)

3. **Compound 3:**
   - Structure: An alkene: \( \text{H}_2\text{C}= \text{CH}_2 \)

4. **Compound 4:**
   - Structure: An alkene with an amino group: \( \text{H}_2\text{C}= \text{CH}-\text{NH}_2 \)

5. **Compound 5:**
   - Structure: An alkene with an ester group: \( \text{H}_2\text{C}= \text{CH}-\text{O}-\text{C}(= \text{O})-\text{CH}_3 \)

**Explanation:**

Anionic polymerization is a type of chain-growth polymerization initiated by anions. The reactivity of a compound towards anionic polymerization generally depends on the ability of the substituent group to stabilize the negative charge on the growing chain end.

Among the given compounds, an ester group \( ( \text{O}-\text{C}(= \text{O})-\text{CH}_3 ) \) is strongly electron-withdrawing and has strong resonance stabilization of the negative charge. As a result, the compound with the ester group is the most reactive towards anionic polymerization.

Therefore, the most reactive compound is:

\[ \text{H}_2\text{C}= \text{CH}-\text{O}-\text{C}(= \text{O})-\text{CH}_3 \]

This compound should be circled due to its high reactivity.
Transcribed Image Text:**Title: Understanding Reactivity in Anionic Polymerization** **Question:** Circle the compound that would be most reactive towards anionic polymerization and why? **Given Compounds:** 1. **Compound 1:** - Structure: An alkene with a methoxy group: \( \text{H}_2\text{C}= \text{CH}-\text{OCH}_3 \) 2. **Compound 2:** - Structure: An alkene with a cyano group: \( \text{H}_2\text{C}= \text{CH}-\text{CN} \) 3. **Compound 3:** - Structure: An alkene: \( \text{H}_2\text{C}= \text{CH}_2 \) 4. **Compound 4:** - Structure: An alkene with an amino group: \( \text{H}_2\text{C}= \text{CH}-\text{NH}_2 \) 5. **Compound 5:** - Structure: An alkene with an ester group: \( \text{H}_2\text{C}= \text{CH}-\text{O}-\text{C}(= \text{O})-\text{CH}_3 \) **Explanation:** Anionic polymerization is a type of chain-growth polymerization initiated by anions. The reactivity of a compound towards anionic polymerization generally depends on the ability of the substituent group to stabilize the negative charge on the growing chain end. Among the given compounds, an ester group \( ( \text{O}-\text{C}(= \text{O})-\text{CH}_3 ) \) is strongly electron-withdrawing and has strong resonance stabilization of the negative charge. As a result, the compound with the ester group is the most reactive towards anionic polymerization. Therefore, the most reactive compound is: \[ \text{H}_2\text{C}= \text{CH}-\text{O}-\text{C}(= \text{O})-\text{CH}_3 \] This compound should be circled due to its high reactivity.
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