Which of the following contributing resonance structures is more important in the two examples below? Example 1 H H CIC H H :0: H3C- -CH3 More important resonance structure = Example 2 •o __NH2 More important resonance structure = HC H H CIC H H H3C- :0: ·O· -CH3 -NH₂

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Chapter1: Chemical Foundations
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**Resonance Structures in Organic Chemistry**

**Understanding Resonance Structures**

Resonance structures are different forms of a molecule in which the chemical connectivity is the same but the electrons are distributed differently around the structure. Resonance is a critical concept in organic chemistry as it helps to understand the stability, reactivity, and properties of molecules.

**Examples of Resonance Structures**

**Example 1**

In this example, two resonance structures of a molecule are provided. 

- The first resonance structure shows an oxygen atom with three lone pairs of electrons and a negative formal charge. The structure also includes a benzene ring with alternating single and double bonds, one of which is connected to a carbon-carbon triple bond leading to a methyl group (CH3).

- The second resonance structure shows the oxygen atom with two lone pairs of electrons and forming a double bond with the adjacent carbon. This structure depicts the movement of electrons, resulting in the shift of double and single bonds within the benzene ring.

**Example 1 Resonance Structures:**
![Example 1 Resonance Structures](example1-resonance.png)

**Example 2**

In this example, two resonance structures are depicted for another molecule.

- The first resonance structure shows an oxygen atom double-bonded to a carbon atom with two lone pairs of electrons on the oxygen. Adjacent to the carbon, there is an amine group (NH2), and a methyl group (H3C).

- The second resonance structure shows the oxygen atom with the same two lone pairs but now, the nitrogen in the amine group has a positive formal charge and has lost one pair of electrons, which have moved to form a double bond between the carbon and nitrogen atom.

**Example 2 Resonance Structures:**
![Example 2 Resonance Structures](example2-resonance.png)

**Determining More Important Resonance Structures**

Resonance structures can be evaluated based on several principles:

1. **Minimizing Formal Charges:** Structures with fewer formal charges are generally more stable.
2. **Full Octets:** Resonance structures in which atoms (especially carbon, nitrogen, and oxygen) have full octets are usually favored.
3. **Negative Charges on Electronegative Atoms:** It's more favorable for negative charges to reside on more electronegative atoms (like oxygen).

**Interactive Decision Making:**

Each example asks you to determine the more important resonance structure through a dropdown selection:
- **More important resonance structure =** [
Transcribed Image Text:**Resonance Structures in Organic Chemistry** **Understanding Resonance Structures** Resonance structures are different forms of a molecule in which the chemical connectivity is the same but the electrons are distributed differently around the structure. Resonance is a critical concept in organic chemistry as it helps to understand the stability, reactivity, and properties of molecules. **Examples of Resonance Structures** **Example 1** In this example, two resonance structures of a molecule are provided. - The first resonance structure shows an oxygen atom with three lone pairs of electrons and a negative formal charge. The structure also includes a benzene ring with alternating single and double bonds, one of which is connected to a carbon-carbon triple bond leading to a methyl group (CH3). - The second resonance structure shows the oxygen atom with two lone pairs of electrons and forming a double bond with the adjacent carbon. This structure depicts the movement of electrons, resulting in the shift of double and single bonds within the benzene ring. **Example 1 Resonance Structures:** ![Example 1 Resonance Structures](example1-resonance.png) **Example 2** In this example, two resonance structures are depicted for another molecule. - The first resonance structure shows an oxygen atom double-bonded to a carbon atom with two lone pairs of electrons on the oxygen. Adjacent to the carbon, there is an amine group (NH2), and a methyl group (H3C). - The second resonance structure shows the oxygen atom with the same two lone pairs but now, the nitrogen in the amine group has a positive formal charge and has lost one pair of electrons, which have moved to form a double bond between the carbon and nitrogen atom. **Example 2 Resonance Structures:** ![Example 2 Resonance Structures](example2-resonance.png) **Determining More Important Resonance Structures** Resonance structures can be evaluated based on several principles: 1. **Minimizing Formal Charges:** Structures with fewer formal charges are generally more stable. 2. **Full Octets:** Resonance structures in which atoms (especially carbon, nitrogen, and oxygen) have full octets are usually favored. 3. **Negative Charges on Electronegative Atoms:** It's more favorable for negative charges to reside on more electronegative atoms (like oxygen). **Interactive Decision Making:** Each example asks you to determine the more important resonance structure through a dropdown selection: - **More important resonance structure =** [
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