Draw a valence-bond (balloon-animal) orbital picture of an ethyl cation. With reference to your awing, explain how hyperconjugative stabilization works. Also, next to the Lewis structure below, draw ne "no-bond" resonance contributing structure that represents hyperconjugative stabilization of the tion.

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### Hyperconjugative Stabilization in Ethyl Cation: An Educational Illustration

**Question 7:** Draw a valence-bond (balloon-animal) orbital picture of an ethyl cation. With reference to your drawing, explain how hyperconjugative stabilization works. Also, next to the Lewis structure below, draw one "no-bond" resonance contributing structure that represents hyperconjugative stabilization of the cation.

**Lewis Structure:**

The given Lewis structure for the ethyl cation is:

```
         H
         |
H ─ C ─ C^+
    |   |
    H   H
```

**Explanation of Hyperconjugative Stabilization:**

Hyperconjugation is a stabilizing interaction that results from the delocalization of electrons in sigma bonds (C-H or C-C) to an adjacent empty or partially filled non-bonding p-orbital or antibonding σ* orbital. In the case of the ethyl cation, the positive charge on the carbon (C+) adjacent to one or more C-H bonds allows for hyperconjugative interactions. This delocalization serves to stabilize the positive charge on the carbon atom.

### Orbital Picture and Explanation:

**Valence-Bond Description:**

- The ethyl cation (C2H5+) consists of two carbon atoms: one bearing a positive charge (C+) and the other bonded to three hydrogen atoms (CH3).
- The positively charged carbon has no electrons in its p-orbital, making it an empty orbital.
- The electrons in the adjacent C-H bonds can delocalize into this empty p-orbital, providing stabilization to the cation.

### "No-Bond" Resonance Structure:

To represent this hyperconjugative stabilization, we draw a resonance structure showing the delocalization. This "no-bond" resonance structure illustrates the shift of electron density:

```
   H      H
    |      |
H  —  C  == C  + 
    |      |
    H      H
```

In this diagram:

- The double-headed arrow indicates resonance or delocalization between the standard Lewis structure and the "no-bond" contributing structure.
- The double bond (==) signifies the delocalized electrons from the sigma C-H bonds into the empty p-orbital on the adjacent carbon atom carrying a positive charge.

### Summary:

In hyperconjugation,
Transcribed Image Text:### Hyperconjugative Stabilization in Ethyl Cation: An Educational Illustration **Question 7:** Draw a valence-bond (balloon-animal) orbital picture of an ethyl cation. With reference to your drawing, explain how hyperconjugative stabilization works. Also, next to the Lewis structure below, draw one "no-bond" resonance contributing structure that represents hyperconjugative stabilization of the cation. **Lewis Structure:** The given Lewis structure for the ethyl cation is: ``` H | H ─ C ─ C^+ | | H H ``` **Explanation of Hyperconjugative Stabilization:** Hyperconjugation is a stabilizing interaction that results from the delocalization of electrons in sigma bonds (C-H or C-C) to an adjacent empty or partially filled non-bonding p-orbital or antibonding σ* orbital. In the case of the ethyl cation, the positive charge on the carbon (C+) adjacent to one or more C-H bonds allows for hyperconjugative interactions. This delocalization serves to stabilize the positive charge on the carbon atom. ### Orbital Picture and Explanation: **Valence-Bond Description:** - The ethyl cation (C2H5+) consists of two carbon atoms: one bearing a positive charge (C+) and the other bonded to three hydrogen atoms (CH3). - The positively charged carbon has no electrons in its p-orbital, making it an empty orbital. - The electrons in the adjacent C-H bonds can delocalize into this empty p-orbital, providing stabilization to the cation. ### "No-Bond" Resonance Structure: To represent this hyperconjugative stabilization, we draw a resonance structure showing the delocalization. This "no-bond" resonance structure illustrates the shift of electron density: ``` H H | | H — C == C + | | H H ``` In this diagram: - The double-headed arrow indicates resonance or delocalization between the standard Lewis structure and the "no-bond" contributing structure. - The double bond (==) signifies the delocalized electrons from the sigma C-H bonds into the empty p-orbital on the adjacent carbon atom carrying a positive charge. ### Summary: In hyperconjugation,
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