Which is the most stable radical?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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**Question: Which is the most stable radical?**

**Options:**
- **A.** (Structural Diagram)
- **B.** (Structural Diagram)
- **C.** (Structural Diagram)
- **D.** (Structural Diagram)

**Explanation of Structural Diagrams:**

- **Option A:** This structure is a carbon radical. The radical is positioned on a sp^2 hybridized carbon, adjacent to a double bond. This is known as an allylic radical.

- **Option B:** This diagram depicts a radical on a secondary carbon. The radical is not adjacent to a double bond.

- **Option C:** This structure shows a tertiary carbon radical. The radical is positioned on the carbon that is bonded to three other carbon atoms, providing hyperconjugation and inductive effects.

- **Option D:** This depiction illustrates a primary carbon radical adjacent to a double bond, making it another allylic radical like in Option A, but on a primary carbon.

**Answer and Explanation:**
The most stable radical out of these options is usually the one with the most significant stabilizing factors such as resonance and hyperconjugation. Tertiary radicals (option C) are generally more stable than secondary and primary radicals due to higher hyperconjugative stabilization.

Therefore, **option C** is the most stable radical, given the tertiary carbon provides significant stabilization.
Transcribed Image Text:**Question: Which is the most stable radical?** **Options:** - **A.** (Structural Diagram) - **B.** (Structural Diagram) - **C.** (Structural Diagram) - **D.** (Structural Diagram) **Explanation of Structural Diagrams:** - **Option A:** This structure is a carbon radical. The radical is positioned on a sp^2 hybridized carbon, adjacent to a double bond. This is known as an allylic radical. - **Option B:** This diagram depicts a radical on a secondary carbon. The radical is not adjacent to a double bond. - **Option C:** This structure shows a tertiary carbon radical. The radical is positioned on the carbon that is bonded to three other carbon atoms, providing hyperconjugation and inductive effects. - **Option D:** This depiction illustrates a primary carbon radical adjacent to a double bond, making it another allylic radical like in Option A, but on a primary carbon. **Answer and Explanation:** The most stable radical out of these options is usually the one with the most significant stabilizing factors such as resonance and hyperconjugation. Tertiary radicals (option C) are generally more stable than secondary and primary radicals due to higher hyperconjugative stabilization. Therefore, **option C** is the most stable radical, given the tertiary carbon provides significant stabilization.
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