Resonance
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Core Concept
Resonance refers to a situation where more than one valid Lewis structure can be drawn for a molecule. These structures are called resonance structures and differ only in the arrangement of electrons, not in the arrangement of atoms.
Purpose of Resonance: It reflects the delocalization of electrons in molecules where bonding can't be described by a single Lewis structure.
Key Takeaways
Resonance occurs when multiple valid Lewis structures exist for the same molecule
Real structure is hybrid - average of all resonance forms, not switching between them
Atoms don't move - only electron arrangements differ between structures
Increases stability - resonance hybrids are more stable than individual structures
Creates equivalent bonds - resonance-equivalent positions have identical properties
Pattern recognition - look for moveable electrons and equivalent bonding sites
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Core Concept
What are Resonance Structures?
Key Concept: A resonance structure is a way to represent bonding in a molecule where electron pairs are distributed across multiple positions. It is a tool to depict the delocalization of π-electrons or lone pairs.
Note: No single resonance structure fully describes the molecule; the actual structure is a hybrid, often called the resonance hybrid, that averages the contributions from each resonance structure.
Examples of Resonance Structures
Ozone (O₃)
Benzene (C₆H₆)
Carbonate Ion (CO₃²⁻)
Rules for Drawing Resonance Structures
Rule 1: The positions of the atoms must remain the same in all resonance structures.
Rule 2: Only the arrangement of electrons (usually π-electrons or lone pairs) changes.
Rule 3: Each resonance structure must follow the normal rules of bonding (octet rule, formal charges, etc.).
Rule 4: The resonance hybrid is more stable than any individual resonance structure and represents the actual electron distribution.
Delocalization of Electrons and Resonance Stability
Electron Delocalization: In resonance structures, electrons are shared or spread over multiple atoms, which provides stability to the molecule.
Resonance Hybrid: The actual molecule is a blend or hybrid of all resonance structures, resulting in greater stability due to delocalized electrons.