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Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such a resonance structure is called a Clar structure. In other words, a ...
Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.
In 1899 this led to the prediction of the resonance that existed in benzene, and he proposed a resonance structure, by using a broken circle to represent the partial bonds. [7] [8] Later this problem was completely solved with the advent of quantum theory. In 1899, Thiele was head of Organic Chemistry at the Bavarian Academy of Sciences in ...
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Hückel's rule can also be applied to molecules containing other atoms such as nitrogen or oxygen. For example pyridine (C 5 H 5 N) has a ring structure similar to benzene, except that one -CH- group is replaced by a nitrogen atom with no hydrogen. There are still six π electrons and the pyridine molecule is also aromatic and known for its ...
For instance, it is argued that the resonance energy measured experimentally via heats of hydrogenation is diminished by the distortions in bond lengths that must take place going from the single and double bonds of "non-aromatic 1,3,5-cyclohexatriene" to the delocalized bonds of benzene.
English: Diagram depicting resonance structures of nitrobenzene. Date: 22 July 2011, 17:23 (UTC) Source: Own work: Author: Ed : Permission (Reusing this file)
On the other hand, the nitrobenzene resonance structures have positive charges around the ring system: The nitro group can withdraw electron density through resonance. Attack occurs at the meta position, since the (partial) formal positive charges at the ortho and para positions indicate electron deficiency at these positions.