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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 chemistry, the mesomeric effect (or resonance effect) is a property of substituents or functional groups in a chemical compound. It is defined as the polarity produced in the molecule by the interaction of two pi bonds or between a pi bond and lone pair of electrons present on an adjacent atom. [ 1 ]
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 ...
The inductive and resonance properties compete with each other but the resonance effect dominates for purposes of directing the sites of reactivity. For nitration, for example, fluorine directs strongly to the para position because the ortho position is inductively deactivated (86% para, 13% ortho, 0.6% meta).
Pushing a person in a swing is a common example of resonance. The loaded swing, a pendulum, has a natural frequency of oscillation, its resonant frequency, and resists being pushed at a faster or slower rate. A familiar example is a playground swing, which acts as a pendulum. Pushing a person in a swing in time with the natural interval of the ...
Expressing resonance when drawing Lewis structures may be done either by drawing each of the possible resonance forms and placing double-headed arrows between them or by using dashed lines to represent the partial bonds (although the latter is a good representation of the resonance hybrid which is not, formally speaking, a Lewis structure).
For example, Tetracyanoethylene serves as an oxidant due to its attachment to four cyano substituents, which are electron-withdrawing groups. [5] Oxidants with EWGs are stronger than the parent compound. Acetylferrocenium is 300 mV more oxidizing than ferrocene. [citation needed]
Example of a dipolar compound, represented by a resonance structure In organic chemistry , a dipolar compound or simply dipole is an electrically neutral molecule carrying a positive and a negative charge in at least one canonical description.