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Although the phenolate ion has more resonance structures (4) compared to acetate ion (2), acetate is more stable because it has two equivalent resonance structures of same energy. I would argue the phenolate ion has five mesomeric structures, two with the charge assigned to oxygen (analogous to the two resonance structures of phenol), and three with the ...


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I would like to give a very rough answer as to why equivalent resonance structures have a stabilizing effect. To begin, we assume that resonance can be represented as a discrete n-state system. Feynman has used this simple approximation to explain many of the essential features of chemical bonding and resonance in the Feynman Lectures on Physics Vol III, ...


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I am not sure the 3D conformation stills as reported on PubChem are all that accurate. Although crystal structures are sometimes referenced for specific molecules, some of the displays are in fact models, some of which do not make sense to me. Here are some observations regarding the three molecules you noted. 2-Nitrobenzoic acid The PubChem model shows both ...


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Resonance formulae differ by localizing the electrons with dashes, plus and minus signs. Thus correct, B is the sole line matching the criterion. This contrasts, e.g. with line A depicts what is known as keto-enol isomers, which is: a change of how atoms are connected with each other. Here, keto-O once binds (or not) to an hydrogen. See guides, for ...


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You might be confused but not missing anything big or fundamental. A pi-conjugated system is one in which delocalisation of pi-electrons can take place. It is all. When effective, pi-conjugation is a subset, or a type, of delocalisation than can be described by resonance. However: to be strict, conjugation refers to bonds, and specifically to an alternating ...


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A short answer is that we mostly use resonance structures to represent delocalization when the bond orders or formal charges predicted by VBT are not approximately integers, simply because non-integer bond orders and charges are more cumbersome to draw. A typical example is a carboxylate, which we could draw with 1.5 bonds between both C-O pairs and -0.5 ...


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I'll provide a partial answer: resonance and delocalization are invoked to explain the fact that certain molecules do not have specific bonding patterns expected based on Lewis bond theory. In particular, that theory would predict that some molecules exist as mixtures of symmetry-related isoenergetic structures with some symmetry-related bonds differing in ...


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To know which resonance form contributes more you can follow the following priority 1)Contributing structures in which octet rule is exceeded for second row elements make no contribution. 2)As long as the octet rule it is not exceeded for second row elements the contributing structure with greater number of covalent bonds contributes more to the resonance ...


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