5. Rank the following compounds in order from most stable to least stable. Explain your ranking. A. 1>2> 3>4 B. 1>2>4>3 C. 4>1>2>3 D. 4>3>2>1 c E. 2>4>1>3 1

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**Question 5: Ranking Compound Stability**

**Objective:**
Rank the following compounds in order from most stable to least stable. Explain your ranking.

**Options:**
A. 1 > 2 > 3 > 4  
B. 1 > 2 > 4 > 3  
C. 4 > 1 > 2 > 3  
D. 4 > 3 > 2 > 1  
E. 2 > 4 > 1 > 3  

**Compounds Structures:**

1. Cyclopentadiene (a five-membered ring with two double bonds)
2. 1,3-Cycloheptadiene (a seven-membered ring with two double bonds in a 1,3-configuration)
3. (2Z,4Z)-2,4-Hexadiene (a linear chain with two double bonds at the 2nd and 4th positions in a cis configuration)
4. (1Z,3Z)-1,3-Pentadiene (a linear chain with two double bonds at the 1st and 3rd positions in a cis configuration)

**Explanation:**

Stability of compounds, especially diene systems, can be influenced by factors such as conjugation, aromaticity, and ring strain. For these compounds, consider the following points:

- **Conjugation**: Conjugated dienes (alternating single and double bonds) tend to be more stable due to delocalization of π-electrons across the system.
- **Aromaticity**: Aromatic compounds are highly stable due to their closed-loop of delocalized π-electrons.
- **Ring Strain**: Smaller rings (e.g., three-membered or four-membered) typically have higher strain and are less stable.

Using these principles, compound 1 (cyclopentadiene), although not aromatic, benefits from the conjugation and relatively low ring strain compared to other cyclic systems. Compound 2 (1,3-cycloheptadiene) has mild ring strain but benefits from conjugation. Compound 3 and 4, being linear dienes, generally lack ring strain but their stability is influenced by the spatial arrangement of their double bonds.

To conclude, the most stable to least stable ranking of the given compounds is:

**Correct Answer:**
B. 1 > 2 > 4 > 3
Transcribed Image Text:**Question 5: Ranking Compound Stability** **Objective:** Rank the following compounds in order from most stable to least stable. Explain your ranking. **Options:** A. 1 > 2 > 3 > 4 B. 1 > 2 > 4 > 3 C. 4 > 1 > 2 > 3 D. 4 > 3 > 2 > 1 E. 2 > 4 > 1 > 3 **Compounds Structures:** 1. Cyclopentadiene (a five-membered ring with two double bonds) 2. 1,3-Cycloheptadiene (a seven-membered ring with two double bonds in a 1,3-configuration) 3. (2Z,4Z)-2,4-Hexadiene (a linear chain with two double bonds at the 2nd and 4th positions in a cis configuration) 4. (1Z,3Z)-1,3-Pentadiene (a linear chain with two double bonds at the 1st and 3rd positions in a cis configuration) **Explanation:** Stability of compounds, especially diene systems, can be influenced by factors such as conjugation, aromaticity, and ring strain. For these compounds, consider the following points: - **Conjugation**: Conjugated dienes (alternating single and double bonds) tend to be more stable due to delocalization of π-electrons across the system. - **Aromaticity**: Aromatic compounds are highly stable due to their closed-loop of delocalized π-electrons. - **Ring Strain**: Smaller rings (e.g., three-membered or four-membered) typically have higher strain and are less stable. Using these principles, compound 1 (cyclopentadiene), although not aromatic, benefits from the conjugation and relatively low ring strain compared to other cyclic systems. Compound 2 (1,3-cycloheptadiene) has mild ring strain but benefits from conjugation. Compound 3 and 4, being linear dienes, generally lack ring strain but their stability is influenced by the spatial arrangement of their double bonds. To conclude, the most stable to least stable ranking of the given compounds is: **Correct Answer:** B. 1 > 2 > 4 > 3
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