Resonance Chemistry General Organic Chemistry
Here is a concise and easy-to-understand explanation of Resonance in General Organic Chemistry (GOC) – ideal for JEE/NEET/B.Sc. level:
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Resonance – General Organic Chemistry (GOC)
Resonance – General Organic Chemistry (GOC)
Topic: Resonance (Mesomerism)
Level: Class 11 | JEE | NEET | B.Sc. Chemistry
What is Resonance?
Resonance is a way to represent delocalized electrons in molecules where a single Lewis structure is not sufficient to describe the bonding.
It’s the phenomenon in which a molecule can be represented by two or more Lewis structures (called resonating structures) that differ only in the position of electrons, not atoms.
Example: Benzene (C₆H₆)
Benzene has two major resonating structures:
Structure 1 Structure 2
_____ _____
/ \ ⇌ / \
| | | |
\_____/ \_____/
Electrons in the π bonds shift positions — but the positions of carbon and hydrogen atoms remain the same.
Key Rules of Resonance:
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Atoms never move, only π-electrons or lone pairs move.
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All resonating structures must have the same position of nuclei.
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All valid resonance structures must follow the octet rule (if possible).
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Resonance structures differ only in electron arrangement, not atom positions.
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The actual molecule is a resonance hybrid, which is more stable than any individual structure.
Why is Resonance Important?
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Explains extra stability in molecules (called resonance energy).
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Helps predict acidity/basicity, reactivity, and bond length.
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Useful for understanding conjugated systems, aromaticity, etc.
Resonance Hybrid
The actual molecule is not flipping between structures – it is a single structure with delocalized electrons.
Think of it like a blended version of all valid structures.
Resonance Energy
This is the difference in energy between the most stable resonating structure and the actual molecule.
More resonance energy → More stability
Examples of Resonating Molecules:
Molecule | Resonance Involves |
---|---|
Benzene | Alternating π-bonds |
Ozone (O₃) | Delocalized lone pairs and π-bonds |
Carboxylate ion | Delocalization of negative charge |
Phenol | Lone pair on O delocalizes with benzene |
Nitromethane | N=O ↔ N⁺-O⁻ resonance |
Common Resonance Arrows & Movement:
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Curved Arrow (⤺ or →) shows electron movement
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Electrons move from:
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Lone pair → π-bond
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π-bond → lone pair
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π-bond → π-bond
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Important Tips:
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More the number of valid resonance structures → greater the stability.
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Charged structures contribute less than neutral ones.
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Avoid structures that break the octet rule unless necessary.
Memory Trick:
Only Electrons Move in Resonance → "OEM"
Only
Electrons
Move
Practice Questions:
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Draw resonance structures of:
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NO₂⁻ ion
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Phenoxide ion
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Which is more stable: acetate ion or ethoxide ion? Why?
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Explain resonance in amide group (–CONH₂).
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