Rank the following free radicals in order of increasing stability I II III IV

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Title: Stability of Free Radicals

Description:

This diagram presents four different free radical structures labeled I, II, III, and IV. The task is to rank these free radicals in order of increasing stability. 

Details:

1. **Structure I**: A cyclohexane ring with an ethyl group attached. A dot represents the free radical located on the carbon of the ethyl group closest to the ring.

2. **Structure II**: A cyclohexane ring with an ethyl group attached. The free radical is on the carbon atom directly attached to the ring.

3. **Structure III**: A cyclohexane ring with an allylic attachment. The free radical is on the carbon next to the double bond in the allylic position.

4. **Structure IV**: A cyclohexane ring directly bonded to a carbon with a free radical, forming a secondary radical.

Analysis:

In evaluating the stability of free radicals, one must consider factors such as resonance and hyperconjugation:

- **Resonance Stabilization**: Free radicals involved in or adjacent to double bonds (as in Structure III) can be more stable due to resonance.
  
- **Hyperconjugation**: Secondary or tertiary radicals (like Structure IV) tend to be more stable than primary radicals (such as in Structures I and II) due to hyperconjugative effects.

**Conclusion**: The task is to understand these structural differences and rank these free radicals, considering the stabilizing factors of resonance and hyperconjugation.
Transcribed Image Text:Title: Stability of Free Radicals Description: This diagram presents four different free radical structures labeled I, II, III, and IV. The task is to rank these free radicals in order of increasing stability. Details: 1. **Structure I**: A cyclohexane ring with an ethyl group attached. A dot represents the free radical located on the carbon of the ethyl group closest to the ring. 2. **Structure II**: A cyclohexane ring with an ethyl group attached. The free radical is on the carbon atom directly attached to the ring. 3. **Structure III**: A cyclohexane ring with an allylic attachment. The free radical is on the carbon next to the double bond in the allylic position. 4. **Structure IV**: A cyclohexane ring directly bonded to a carbon with a free radical, forming a secondary radical. Analysis: In evaluating the stability of free radicals, one must consider factors such as resonance and hyperconjugation: - **Resonance Stabilization**: Free radicals involved in or adjacent to double bonds (as in Structure III) can be more stable due to resonance. - **Hyperconjugation**: Secondary or tertiary radicals (like Structure IV) tend to be more stable than primary radicals (such as in Structures I and II) due to hyperconjugative effects. **Conclusion**: The task is to understand these structural differences and rank these free radicals, considering the stabilizing factors of resonance and hyperconjugation.
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