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Resonance (chemistry)



In chemistry, resonance or mesomerism is a way of describing delocalized electrons within certain molecules or polyatomic ions where the bonding cannot be expressed by one single Lewis formula. A molecule or ion with such delocalized electrons is represented by several contributing structures (also called resonance structures or canonical forms).Each contributing structure can be represented by a Lewis structure, with only an integer number of covalent bonds between each pair of atoms within the structure. Several Lewis structures are used collectively to describe the actual molecular structure, which is an approximate intermediate between the canonical forms called a resonance hybrid. Contributing structures differ only in the position of electrons, not in the position of nuclei.Electron delocalization lowers the potential energy of the substance and thus makes it more stable than any of the contributing structures. The difference between the potential energy of the actual structure and that of the contributing structure with the lowest potential energy is called the resonance energy or delocalization energy.Resonance is distinguished from tautomerism and conformational isomerism, which involve the formation of isomers, thus the rearrangement of the nuclear positions.
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