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Which of the following is true about the...

Which of the following is true about the cycloheptatrienyl free radical ?

A

It is an isolatable stable free radical

B

It is an aromatic free radical

C

It has `4n+2pi` electrons

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statement is true about the cycloheptatrienyl free radical, we can follow these steps: ### Step 1: Understand the Structure of Cycloheptatriene Cycloheptatriene is a seven-membered ring (cycloheptane) with three double bonds. The structure can be represented as follows: ``` C1 / \ C7 C2 | | C6 C3 \ / C5 | C4 ``` ### Step 2: Identify the Free Radical In the cycloheptatrienyl free radical, one of the carbon atoms will have an unpaired electron, indicating that it is a free radical. This can be represented as: ``` C1 / \ C7 C2 | | C6 C3 \ / C5 | C4• (free radical) ``` ### Step 3: Analyze Stability and Aromaticity 1. **Isolatable Stability**: Free radicals with more than six members are generally unstable due to thermodynamic factors. Therefore, cycloheptatrienyl free radical is **non-isolatable**. 2. **Aromaticity**: For a compound to be aromatic, it must follow Huckel's rule, which states that it should have \(4n + 2\) π electrons. In this case, cycloheptatrienyl has 7 π electrons (3 double bonds contribute 6 π electrons and the free radical contributes 1), which does not satisfy Huckel's rule. Therefore, it is **non-aromatic**. 3. **Electron Count**: The free radical has a total of 7 π electrons, which again does not satisfy the \(4n + 2\) rule. ### Step 4: Evaluate the Options - **Option 1**: It is an isolatable stable free radical. **(Incorrect)** - **Option 2**: It is an aromatic free radical. **(Incorrect)** - **Option 3**: It has \(4n + 2\) π electrons. **(Incorrect)** - **Option 4**: None of these. **(Correct)** ### Conclusion The correct answer is that **none of the options provided are true about the cycloheptatrienyl free radical**. ---
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