n the ortho position in chlorobenzene. CI chlorobenzene • You do not have consider stereochemistry. . Include all valence lone pairs in your answer. . In cases where there is more than one answer, just draw one. Y D ? ****

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Question 13
### Resonance Structures of Chlorobenzene

In this exercise, you will draw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, demonstrating the resonance interaction of the chloro group with the ortho position in chlorobenzene.

#### Diagram Explanation

##### Chlorobenzene Structure

- **Chlorobenzene (C6H5Cl)**: The central benzene ring (C6H6) is substituted by a chlorine (Cl) atom.
- **Chloro Group**: The chlorine atom is directly attached to the benzene ring. 

Here is the chemical structure of chlorobenzene:

![Chlorobenzene](Image URL)

##### Resonance Structure Guidelines

1. **Do not worry about stereochemistry**: This means you do not need to account for the 3D arrangement of atoms in space—only focus on the electron distribution.
2. **Include all valence lone pairs** in your drawing to capture the full electron distribution around each atom.
3. **Multiple possible answers**: If several resonance structures are possible, drawing just one is acceptable.

##### Example Resonance Structure

1. **Placement of the double bonds**: Typically, in benzene, the double bonds alternate. In resonance, the positioning of these double bonds could shift.
2. **Interaction with the chlorine atom**: The lone pairs on chlorine can participate in resonance with the π-electrons of the benzene ring.
3. **Formal charges**: Ensure that the formal charges are accurately represented on each atom, if applicable.

Below the instructions, there is a drawing interface for you to sketch the resonance structure. Use the various drawing tools provided:

- **Bond types**: Single, double, triple bonds.
- **Electron pairs**: Lone pair dots.
- **Formal charges**: Indicate with appropriate symbols if present.

---

Now, proceed with drawing the resonance structure using the interface provided:

1. Draw the benzene ring.
2. Add the chlorine atom at the appropriate position.
3. Show the delocalized electrons and resonance structures by moving bonds and lone pairs.
4. Add formal charges if necessary, ensuring that all valence electrons are accounted for.

Remember, resonance structures are hypothetical, showing the delocalization of electrons within the molecule. The actual structure is a hybrid of all possible resonance structures.
Transcribed Image Text:### Resonance Structures of Chlorobenzene In this exercise, you will draw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, demonstrating the resonance interaction of the chloro group with the ortho position in chlorobenzene. #### Diagram Explanation ##### Chlorobenzene Structure - **Chlorobenzene (C6H5Cl)**: The central benzene ring (C6H6) is substituted by a chlorine (Cl) atom. - **Chloro Group**: The chlorine atom is directly attached to the benzene ring. Here is the chemical structure of chlorobenzene: ![Chlorobenzene](Image URL) ##### Resonance Structure Guidelines 1. **Do not worry about stereochemistry**: This means you do not need to account for the 3D arrangement of atoms in space—only focus on the electron distribution. 2. **Include all valence lone pairs** in your drawing to capture the full electron distribution around each atom. 3. **Multiple possible answers**: If several resonance structures are possible, drawing just one is acceptable. ##### Example Resonance Structure 1. **Placement of the double bonds**: Typically, in benzene, the double bonds alternate. In resonance, the positioning of these double bonds could shift. 2. **Interaction with the chlorine atom**: The lone pairs on chlorine can participate in resonance with the π-electrons of the benzene ring. 3. **Formal charges**: Ensure that the formal charges are accurately represented on each atom, if applicable. Below the instructions, there is a drawing interface for you to sketch the resonance structure. Use the various drawing tools provided: - **Bond types**: Single, double, triple bonds. - **Electron pairs**: Lone pair dots. - **Formal charges**: Indicate with appropriate symbols if present. --- Now, proceed with drawing the resonance structure using the interface provided: 1. Draw the benzene ring. 2. Add the chlorine atom at the appropriate position. 3. Show the delocalized electrons and resonance structures by moving bonds and lone pairs. 4. Add formal charges if necessary, ensuring that all valence electrons are accounted for. Remember, resonance structures are hypothetical, showing the delocalization of electrons within the molecule. The actual structure is a hybrid of all possible resonance structures.
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