Resonance H - ャ三0-S H. N.

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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1)- add any nonbonding electrons

2)- Identification of the π system

3)- redraw σ system

4)- complete the resonance

5)- circle the best resonance contribution

**Resonance**

The concept of resonance is crucial in understanding the distribution of electrons in various molecular structures. Below, several examples of resonance structures are illustrated to show how electrons can be delocalized within molecules, leading to multiple contributing forms.

1. **First Set of Structures**: 

   ![First Set](#)
   - The first set of structures illustrate the resonance of a molecule featuring a cyclobutane ring attached to a carbon with a positive formal charge and a double-bonded oxygen. The double-headed arrow indicates that the actual structure is a hybrid of these two resonance forms.

2. **Second Set of Structures**: 

   ![Second Set](#)
   - This set depicts the resonance between two forms of a molecule with a six-membered ring containing a ketone and an adjacent carbanion (negative charge). The shared double-headed arrow suggests the electrons are delocalized between these two forms.

3. **Third Set of Structures**: 

   ![Third Set](#)
   - Here, a simple molecule with a cyano group (carbon triple-bonded to nitrogen) shows resonance between forms where the nitrogen carries an extra pair of electrons, indicated by the negative charge, and a hydrogen atom is bonded to the carbon.

4. **Fourth Set of Structures**: 

   ![Fourth Set](#)
   - In this example, the resonance involves a six-membered ring with an attached ethyl group and a positively charged nitrogen atom. The resonance is shown between forms where the nitrogen might be depicted with a different charge distribution.

In all these examples, the double-headed arrows between the structures denote that the true electron distribution of the molecule is a hybrid of the depicted resonance forms. This indicates that the electrons are delocalized over different parts of the molecule, contributing to the molecule's stability. Understanding these resonance structures is essential for predicting the behavior and reactivity of chemical compounds.
Transcribed Image Text:**Resonance** The concept of resonance is crucial in understanding the distribution of electrons in various molecular structures. Below, several examples of resonance structures are illustrated to show how electrons can be delocalized within molecules, leading to multiple contributing forms. 1. **First Set of Structures**: ![First Set](#) - The first set of structures illustrate the resonance of a molecule featuring a cyclobutane ring attached to a carbon with a positive formal charge and a double-bonded oxygen. The double-headed arrow indicates that the actual structure is a hybrid of these two resonance forms. 2. **Second Set of Structures**: ![Second Set](#) - This set depicts the resonance between two forms of a molecule with a six-membered ring containing a ketone and an adjacent carbanion (negative charge). The shared double-headed arrow suggests the electrons are delocalized between these two forms. 3. **Third Set of Structures**: ![Third Set](#) - Here, a simple molecule with a cyano group (carbon triple-bonded to nitrogen) shows resonance between forms where the nitrogen carries an extra pair of electrons, indicated by the negative charge, and a hydrogen atom is bonded to the carbon. 4. **Fourth Set of Structures**: ![Fourth Set](#) - In this example, the resonance involves a six-membered ring with an attached ethyl group and a positively charged nitrogen atom. The resonance is shown between forms where the nitrogen might be depicted with a different charge distribution. In all these examples, the double-headed arrows between the structures denote that the true electron distribution of the molecule is a hybrid of the depicted resonance forms. This indicates that the electrons are delocalized over different parts of the molecule, contributing to the molecule's stability. Understanding these resonance structures is essential for predicting the behavior and reactivity of chemical compounds.
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