Is the six-membered ring system in benzene particularly stable or unstable? Explain using chemical concepts

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Expert Solution

Aromatic molecules typically display enhanced chemical stability, compared to similar non-aromatic molecules. A molecule that can be aromatic will tend to alter its electronic or conformational structure to be in this situation. This extra stability changes the chemistry of the molecule. Aromatic compounds undergo electrophilic aromatic substitution and nucleophilic aromatic substitution reactions, but not electrophilic addition reactions as happens with carbon-carbon double bonds.Aromatic molecules are able to interact with each other in so-called π-π stacking: The π systems form two parallel rings overlap in a "face-to-face" orientation. Aromatic molecules are also able to interact with each other in an "edge-to-face" orientation: The slight positive charge of the substituents on the ring atoms of one molecule are attracted to the slight negative charge of the aromatic system on another molecule. Benzene, however, is an extraordinary 36 kcal/mole more stable than expected

queen_honey_blossom answered 10 months ago

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