kevshajan
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Why is benzene more stable than the theoretical model cyclohexa-1,3,5-triene?
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oparu
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I guess it would be because electrons in benzene is delocalised in a ring and in the theoretical model it is localised above and below the c-c bond. I've never really thought about that. Can anyone help?
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goldfvnch
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The delocalised pi system of electrons is more stable because of the way the structure is arranged. If you think about it, benzene is very resistant to electrophilic addition, but it can react in electrophilic substitution reactions (in the presence of a catalyst such as AlCl3) because the delocalised pi system is not interrupted when a hydrogen atom is replaced.
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Alidag
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As benzene is energetically more stable (due to the delocalisation)

Therefore overall less exothermic when hydrogenated.

Plot on a energy profile to see! Triene is energetically higher to start with than benzene!
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