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Strictly speaking cyclobutadiene is not antiaromatic but non aromatic, ie the same energy 4A + 4B is attained by applying the Hückel LCAO, as for two isolated double bonds, 2 times 2A + 2B. Given that cyclobutadiene can only be isolated as non delocalized system when in matrixes and a very low T points to strain as a reason for instability of both forms, ...


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The reason why the amine lone pair is delocalized is that to make the last conformer you proposed, the nitrogen closest to the oxygen would have to form five bonds. Nitrogen is a second-row element that cannot readily possess 10 electrons from those 5 bonds, even if nitrogen has to possess those 10 electrons for the very short time required for the electrons ...


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The Rules Actually the rules for determining the relative stabilities (more accurately, contributions) of resonance structures do have their own priorities. Here is one version of them, with descending order of importance listed below (as is indicated by the bold words). The rules can be found in common organic chemistry textbooks (like [1], also supported ...


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This is to supplement ron's answer. The positive charge is due to a deficit of electrons in that region, and that "electron hole" may be treated in many ways as if it is a particle (moving around due to certain rules, etc). Non-particle phenomena that functionally behave as particles are dubbed "quasiparticles", and there are a wide range of examples in ...


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I'm no expert but i think of it like this- there is a shortage of electrons, when the electrons try to satisfy two carbons in a double bond(in the empty p orbital), there is always a shortage somewhere else no matter what the electrons do, we can see this in the resonating structures, so finally they try to partially satisfy everyone with a partial double ...


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